AU2015314251A1 - Production of steviol glycosides in recombinant hosts - Google Patents
Production of steviol glycosides in recombinant hosts Download PDFInfo
- Publication number
- AU2015314251A1 AU2015314251A1 AU2015314251A AU2015314251A AU2015314251A1 AU 2015314251 A1 AU2015314251 A1 AU 2015314251A1 AU 2015314251 A AU2015314251 A AU 2015314251A AU 2015314251 A AU2015314251 A AU 2015314251A AU 2015314251 A1 AU2015314251 A1 AU 2015314251A1
- Authority
- AU
- Australia
- Prior art keywords
- seq
- polypeptide
- set forth
- sequence set
- steviol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 235000019202 steviosides Nutrition 0.000 title claims abstract description 295
- 239000004383 Steviol glycoside Substances 0.000 title claims abstract description 294
- 229930182488 steviol glycoside Natural products 0.000 title claims abstract description 289
- 235000019411 steviol glycoside Nutrition 0.000 title claims abstract description 288
- 150000008144 steviol glycosides Chemical class 0.000 title claims abstract description 288
- 238000004519 manufacturing process Methods 0.000 title description 67
- 239000002243 precursor Substances 0.000 claims abstract description 51
- 238000000034 method Methods 0.000 claims abstract description 49
- 108090000623 proteins and genes Proteins 0.000 claims description 307
- 229920001184 polypeptide Polymers 0.000 claims description 279
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 279
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 278
- QFVOYBUQQBFCRH-VQSWZGCSSA-N steviol Chemical compound C([C@@]1(O)C(=C)C[C@@]2(C1)CC1)C[C@H]2[C@@]2(C)[C@H]1[C@](C)(C(O)=O)CCC2 QFVOYBUQQBFCRH-VQSWZGCSSA-N 0.000 claims description 99
- 210000004027 cell Anatomy 0.000 claims description 81
- QFVOYBUQQBFCRH-UHFFFAOYSA-N Steviol Natural products C1CC2(C3)CC(=C)C3(O)CCC2C2(C)C1C(C)(C(O)=O)CCC2 QFVOYBUQQBFCRH-UHFFFAOYSA-N 0.000 claims description 72
- 229940032084 steviol Drugs 0.000 claims description 72
- NIKHGUQULKYIGE-UHFFFAOYSA-N kaurenoic acid Natural products C1CC2(CC3=C)CC3CCC2C2(C)C1C(C)(C(O)=O)CCC2 NIKHGUQULKYIGE-UHFFFAOYSA-N 0.000 claims description 70
- RPYRMTHVSUWHSV-CUZJHZIBSA-N rebaudioside D Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RPYRMTHVSUWHSV-CUZJHZIBSA-N 0.000 claims description 69
- KWVKUAKMOIEELN-UHFFFAOYSA-N ent-kaur-16-en-19-oic acid Natural products CC1(C)CCCC2(C)C1CCC34CC(=C(C3)C(=O)O)CCC24 KWVKUAKMOIEELN-UHFFFAOYSA-N 0.000 claims description 68
- NIKHGUQULKYIGE-SHAPNJEPSA-N ent-kaur-16-en-19-oic acid Chemical compound C([C@H]1C[C@]2(CC1=C)CC1)C[C@H]2[C@@]2(C)[C@H]1[C@](C)(C(O)=O)CCC2 NIKHGUQULKYIGE-SHAPNJEPSA-N 0.000 claims description 66
- 108010045510 NADPH-Ferrihemoprotein Reductase Proteins 0.000 claims description 56
- DRSKVOAJKLUMCL-MMUIXFKXSA-N u2n4xkx7hp Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DRSKVOAJKLUMCL-MMUIXFKXSA-N 0.000 claims description 53
- 244000228451 Stevia rebaudiana Species 0.000 claims description 51
- 239000000203 mixture Substances 0.000 claims description 47
- 230000004927 fusion Effects 0.000 claims description 46
- GSGVXNMGMKBGQU-PHESRWQRSA-N rebaudioside M Chemical compound C[C@@]12CCC[C@](C)([C@H]1CC[C@@]13CC(=C)[C@@](C1)(CC[C@@H]23)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GSGVXNMGMKBGQU-PHESRWQRSA-N 0.000 claims description 44
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 40
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 claims description 36
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 claims description 35
- 101001044923 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) Protein ICE2 Proteins 0.000 claims description 34
- 239000001512 FEMA 4601 Substances 0.000 claims description 28
- HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 claims description 28
- HELXLJCILKEWJH-UHFFFAOYSA-N entered according to Sigma 01432 Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC(C1OC2C(C(O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O HELXLJCILKEWJH-UHFFFAOYSA-N 0.000 claims description 28
- 235000019203 rebaudioside A Nutrition 0.000 claims description 28
- 101100101356 Stevia rebaudiana UGT91D2 gene Proteins 0.000 claims description 18
- RLLCWNUIHGPAJY-SFUUMPFESA-N rebaudioside E Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RLLCWNUIHGPAJY-SFUUMPFESA-N 0.000 claims description 18
- 108010007508 Farnesyltranstransferase Proteins 0.000 claims description 17
- 102000007317 Farnesyltranstransferase Human genes 0.000 claims description 17
- RLLCWNUIHGPAJY-RYBZXKSASA-N Rebaudioside E Natural products O=C(O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2)[C@@H](O)[C@@H](O)[C@H](CO)O1)[C@]1(C)[C@@H]2[C@@](C)([C@@H]3[C@@]4(CC(=C)[C@@](O[C@@H]5[C@@H](O[C@@H]6[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O6)[C@H](O)[C@@H](O)[C@H](CO)O5)(C4)CC3)CC2)CCC1 RLLCWNUIHGPAJY-RYBZXKSASA-N 0.000 claims description 17
- YWPVROCHNBYFTP-UHFFFAOYSA-N Rubusoside Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC1OC(CO)C(O)C(O)C1O YWPVROCHNBYFTP-UHFFFAOYSA-N 0.000 claims description 17
- 101100048059 Stevia rebaudiana UGT85C2 gene Proteins 0.000 claims description 17
- QSRAJVGDWKFOGU-WBXIDTKBSA-N rebaudioside c Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]1(CC[C@H]2[C@@]3(C)[C@@H]([C@](CCC3)(C)C(=O)O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)CC3)C(=C)C[C@]23C1 QSRAJVGDWKFOGU-WBXIDTKBSA-N 0.000 claims description 17
- YWPVROCHNBYFTP-OSHKXICASA-N rubusoside Chemical compound O([C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O YWPVROCHNBYFTP-OSHKXICASA-N 0.000 claims description 17
- 101100262416 Stevia rebaudiana UGT76G1 gene Proteins 0.000 claims description 15
- 101100427140 Stevia rebaudiana UGT74G1 gene Proteins 0.000 claims description 14
- 239000001963 growth medium Substances 0.000 claims description 14
- 229940013618 stevioside Drugs 0.000 claims description 13
- 241000196324 Embryophyta Species 0.000 claims description 12
- 239000000356 contaminant Substances 0.000 claims description 10
- HYLAUKAHEAUVFE-AVBZULRRSA-N rebaudioside f Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)CO1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HYLAUKAHEAUVFE-AVBZULRRSA-N 0.000 claims description 9
- 239000001776 FEMA 4720 Substances 0.000 claims description 8
- 229930188195 rebaudioside Natural products 0.000 claims description 8
- QRGRAFPOLJOGRV-UHFFFAOYSA-N rebaudioside F Natural products CC12CCCC(C)(C1CCC34CC(=C)C(CCC23)(C4)OC5OC(CO)C(O)C(OC6OCC(O)C(O)C6O)C5OC7OC(CO)C(O)C(O)C7O)C(=O)OC8OC(CO)C(O)C(O)C8O QRGRAFPOLJOGRV-UHFFFAOYSA-N 0.000 claims description 8
- 210000005253 yeast cell Anatomy 0.000 claims description 8
- 241000235015 Yarrowia lipolytica Species 0.000 claims description 7
- 241000222124 [Candida] boidinii Species 0.000 claims description 7
- 230000001580 bacterial effect Effects 0.000 claims description 7
- 210000002472 endoplasmic reticulum Anatomy 0.000 claims description 7
- QSIDJGUAAUSPMG-CULFPKEHSA-N steviolmonoside Chemical compound O([C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O QSIDJGUAAUSPMG-CULFPKEHSA-N 0.000 claims description 7
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 claims description 7
- 241000894006 Bacteria Species 0.000 claims description 6
- 241001138401 Kluyveromyces lactis Species 0.000 claims description 6
- 241000235058 Komagataella pastoris Species 0.000 claims description 6
- 108010074633 Mixed Function Oxygenases Proteins 0.000 claims description 6
- 102000008109 Mixed Function Oxygenases Human genes 0.000 claims description 6
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 claims description 6
- 241000680806 Blastobotrys adeninivorans Species 0.000 claims description 5
- CANAPGLEBDTCAF-NTIPNFSCSA-N Dulcoside A Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@]23C(C[C@]4(C2)[C@H]([C@@]2(C)[C@@H]([C@](CCC2)(C)C(=O)O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)CC4)CC3)=C)O[C@H](CO)[C@@H](O)[C@@H]1O CANAPGLEBDTCAF-NTIPNFSCSA-N 0.000 claims description 5
- 108030000406 Ent-copalyl diphosphate synthases Proteins 0.000 claims description 5
- 108010067758 ent-kaurene oxidase Proteins 0.000 claims description 5
- 108010064739 ent-kaurene synthetase B Proteins 0.000 claims description 5
- 239000012528 membrane Substances 0.000 claims description 5
- 241000235646 Cyberlindnera jadinii Species 0.000 claims description 4
- CANAPGLEBDTCAF-QHSHOEHESA-N Dulcoside A Natural products C[C@@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@]34CC[C@H]5[C@]6(C)CCC[C@](C)([C@H]6CC[C@@]5(CC3=C)C4)C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H](O)[C@H]1O CANAPGLEBDTCAF-QHSHOEHESA-N 0.000 claims description 4
- 241000588722 Escherichia Species 0.000 claims description 4
- 241000238631 Hexapoda Species 0.000 claims description 4
- 230000002538 fungal effect Effects 0.000 claims description 4
- OQPOFZJZPYRNFF-CULFPKEHSA-N tkd5uc898q Chemical compound O=C([C@]1(C)CCC[C@@]2([C@@H]1CC[C@]13C[C@](O)(C(=C)C1)CC[C@@H]23)C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O OQPOFZJZPYRNFF-CULFPKEHSA-N 0.000 claims description 4
- 241000589220 Acetobacter Species 0.000 claims description 3
- 241000589291 Acinetobacter Species 0.000 claims description 3
- 241000222122 Candida albicans Species 0.000 claims description 3
- 241000186660 Lactobacillus Species 0.000 claims description 3
- 241000194036 Lactococcus Species 0.000 claims description 3
- 241000589516 Pseudomonas Species 0.000 claims description 3
- 241000235342 Saccharomycetes Species 0.000 claims description 3
- 241000222057 Xanthophyllomyces dendrorhous Species 0.000 claims description 3
- 241000222126 [Candida] glabrata Species 0.000 claims description 3
- 208000032343 candida glabrata infection Diseases 0.000 claims description 3
- 241000320412 Ogataea angusta Species 0.000 claims description 2
- 210000004962 mammalian cell Anatomy 0.000 claims description 2
- 125000003275 alpha amino acid group Chemical group 0.000 claims 34
- 241000544066 Stevia Species 0.000 claims 1
- 239000001177 diphosphate Substances 0.000 claims 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 claims 1
- 235000011180 diphosphates Nutrition 0.000 claims 1
- 244000005700 microbiome Species 0.000 abstract description 60
- 239000002773 nucleotide Substances 0.000 description 139
- 125000003729 nucleotide group Chemical group 0.000 description 139
- 150000001413 amino acids Chemical group 0.000 description 85
- 150000007523 nucleic acids Chemical class 0.000 description 64
- 230000014509 gene expression Effects 0.000 description 59
- 108020004707 nucleic acids Proteins 0.000 description 57
- 102000039446 nucleic acids Human genes 0.000 description 57
- 102000004169 proteins and genes Human genes 0.000 description 47
- 235000018102 proteins Nutrition 0.000 description 46
- 229930182470 glycoside Natural products 0.000 description 38
- 235000013305 food Nutrition 0.000 description 36
- 101100459905 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) NCP1 gene Proteins 0.000 description 32
- 101150046305 cpr-1 gene Proteins 0.000 description 30
- 150000002338 glycosides Chemical class 0.000 description 28
- 102000004190 Enzymes Human genes 0.000 description 27
- 108090000790 Enzymes Proteins 0.000 description 27
- 229940088598 enzyme Drugs 0.000 description 27
- 239000000047 product Substances 0.000 description 27
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 25
- 230000003228 microsomal effect Effects 0.000 description 25
- 230000004907 flux Effects 0.000 description 24
- ONVABDHFQKWOSV-UHFFFAOYSA-N 16-Phyllocladene Natural products C1CC(C2)C(=C)CC32CCC2C(C)(C)CCCC2(C)C31 ONVABDHFQKWOSV-UHFFFAOYSA-N 0.000 description 22
- 108091026890 Coding region Proteins 0.000 description 22
- ONVABDHFQKWOSV-YQXATGRUSA-N ent-Kaur-16-ene Natural products C1C[C@@H](C2)C(=C)C[C@@]32CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]31 ONVABDHFQKWOSV-YQXATGRUSA-N 0.000 description 22
- ONVABDHFQKWOSV-HPUSYDDDSA-N ent-kaur-16-ene Chemical compound C1C[C@H](C2)C(=C)C[C@@]32CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]31 ONVABDHFQKWOSV-HPUSYDDDSA-N 0.000 description 22
- UIXMIBNGPQGJJJ-UHFFFAOYSA-N ent-kaurene Natural products CC1CC23CCC4C(CCCC4(C)C)C2CCC1C3 UIXMIBNGPQGJJJ-UHFFFAOYSA-N 0.000 description 22
- 230000001105 regulatory effect Effects 0.000 description 22
- 241000894007 species Species 0.000 description 21
- 108091028043 Nucleic acid sequence Proteins 0.000 description 20
- 230000000694 effects Effects 0.000 description 20
- -1 steviol glycoside compounds Chemical class 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 19
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 18
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 18
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 17
- TUJQVRFWMWRMIO-GNVSMLMZSA-N ent-kaur-16-en-19-ol Chemical compound C1C[C@@H](C2)C(=C)C[C@@]32CC[C@@H]2[C@](C)(CO)CCC[C@@]2(C)[C@@H]31 TUJQVRFWMWRMIO-GNVSMLMZSA-N 0.000 description 17
- 239000008103 glucose Substances 0.000 description 17
- 230000035508 accumulation Effects 0.000 description 16
- 238000009825 accumulation Methods 0.000 description 16
- 230000001965 increasing effect Effects 0.000 description 16
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 15
- XJLXINKUBYWONI-DQQFMEOOSA-N [[(2r,3r,4r,5r)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2s,3r,4s,5s)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate Chemical compound NC(=O)C1=CC=C[N+]([C@@H]2[C@H]([C@@H](O)[C@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](OP(O)(O)=O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 XJLXINKUBYWONI-DQQFMEOOSA-N 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 15
- JCAVDWHQNFTFBW-UHFFFAOYSA-N ent-kaurenal Natural products C1CC(C2)C(=C)CC32CCC2C(C)(C=O)CCCC2(C)C31 JCAVDWHQNFTFBW-UHFFFAOYSA-N 0.000 description 14
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 13
- 102100032346 Cell cycle progression protein 1 Human genes 0.000 description 13
- 101000868629 Homo sapiens Cell cycle progression protein 1 Proteins 0.000 description 13
- JCAVDWHQNFTFBW-GNVSMLMZSA-N ent-kaur-16-en-19-al Chemical compound C1C[C@@H](C2)C(=C)C[C@@]32CC[C@@H]2[C@](C)(C=O)CCC[C@@]2(C)[C@@H]31 JCAVDWHQNFTFBW-GNVSMLMZSA-N 0.000 description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- 101150094051 KO gene Proteins 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 12
- 238000000338 in vitro Methods 0.000 description 12
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 12
- 101150069942 ATR2 gene Proteins 0.000 description 11
- 101100459266 Arabidopsis thaliana MYC3 gene Proteins 0.000 description 11
- 101100194350 Mus musculus Rere gene Proteins 0.000 description 11
- 150000004384 ent-kaur-16-en-19-ol derivatives Chemical class 0.000 description 11
- 238000001727 in vivo Methods 0.000 description 11
- 235000000346 sugar Nutrition 0.000 description 11
- 150000004390 ent-kaur-16-en-19-oic acid derivatives Chemical class 0.000 description 10
- 238000000855 fermentation Methods 0.000 description 10
- 230000004151 fermentation Effects 0.000 description 10
- 108020004414 DNA Proteins 0.000 description 9
- 239000000284 extract Substances 0.000 description 9
- 235000003599 food sweetener Nutrition 0.000 description 9
- 230000037361 pathway Effects 0.000 description 9
- 239000013612 plasmid Substances 0.000 description 9
- 239000003765 sweetening agent Substances 0.000 description 9
- 239000003643 water by type Substances 0.000 description 9
- 230000003247 decreasing effect Effects 0.000 description 8
- 238000011534 incubation Methods 0.000 description 8
- 239000000543 intermediate Substances 0.000 description 8
- 101100441892 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CPR7 gene Proteins 0.000 description 7
- 235000001014 amino acid Nutrition 0.000 description 7
- 230000006870 function Effects 0.000 description 7
- 238000011002 quantification Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 239000006228 supernatant Substances 0.000 description 7
- 238000004704 ultra performance liquid chromatography Methods 0.000 description 7
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 6
- 108010052832 Cytochromes Proteins 0.000 description 6
- 102000018832 Cytochromes Human genes 0.000 description 6
- 241000588724 Escherichia coli Species 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 102000004316 Oxidoreductases Human genes 0.000 description 6
- 108090000854 Oxidoreductases Proteins 0.000 description 6
- 241000831652 Salinivibrio sharmensis Species 0.000 description 6
- 241000192560 Synechococcus sp. Species 0.000 description 6
- 240000008042 Zea mays Species 0.000 description 6
- 230000006696 biosynthetic metabolic pathway Effects 0.000 description 6
- 235000019253 formic acid Nutrition 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 239000008188 pellet Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000001877 single-ion monitoring Methods 0.000 description 6
- 238000011144 upstream manufacturing Methods 0.000 description 6
- 241000228245 Aspergillus niger Species 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 5
- 101150053185 P450 gene Proteins 0.000 description 5
- 238000002835 absorbance Methods 0.000 description 5
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 5
- 239000000872 buffer Substances 0.000 description 5
- 230000004186 co-expression Effects 0.000 description 5
- 239000012634 fragment Substances 0.000 description 5
- 210000001589 microsome Anatomy 0.000 description 5
- 230000002018 overexpression Effects 0.000 description 5
- 238000006467 substitution reaction Methods 0.000 description 5
- 238000013518 transcription Methods 0.000 description 5
- 241000228212 Aspergillus Species 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 108020004705 Codon Proteins 0.000 description 4
- 102100030497 Cytochrome c Human genes 0.000 description 4
- 108010075031 Cytochromes c Proteins 0.000 description 4
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 4
- 241000223218 Fusarium Species 0.000 description 4
- 241000235070 Saccharomyces Species 0.000 description 4
- 229930006000 Sucrose Natural products 0.000 description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 241000235013 Yarrowia Species 0.000 description 4
- 230000003190 augmentative effect Effects 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- 108020001507 fusion proteins Proteins 0.000 description 4
- 102000037865 fusion proteins Human genes 0.000 description 4
- 230000001976 improved effect Effects 0.000 description 4
- 150000002632 lipids Chemical class 0.000 description 4
- 238000004949 mass spectrometry Methods 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 230000002503 metabolic effect Effects 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 235000015097 nutrients Nutrition 0.000 description 4
- 238000003752 polymerase chain reaction Methods 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000005720 sucrose Substances 0.000 description 4
- 230000035897 transcription Effects 0.000 description 4
- 230000014621 translational initiation Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OJISWRZIEWCUBN-QIRCYJPOSA-N (E,E,E)-geranylgeraniol Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO OJISWRZIEWCUBN-QIRCYJPOSA-N 0.000 description 3
- OINNEUNVOZHBOX-QIRCYJPOSA-N 2-trans,6-trans,10-trans-geranylgeranyl diphosphate Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O OINNEUNVOZHBOX-QIRCYJPOSA-N 0.000 description 3
- 108010015742 Cytochrome P-450 Enzyme System Proteins 0.000 description 3
- 229930091371 Fructose Natural products 0.000 description 3
- 239000005715 Fructose Substances 0.000 description 3
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 3
- 241000221778 Fusarium fujikuroi Species 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 241000222385 Phanerochaete Species 0.000 description 3
- 241000221523 Rhodotorula toruloides Species 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 238000012258 culturing Methods 0.000 description 3
- 230000001419 dependent effect Effects 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 235000015872 dietary supplement Nutrition 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000009510 drug design Methods 0.000 description 3
- 238000000132 electrospray ionisation Methods 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 108091008053 gene clusters Proteins 0.000 description 3
- 230000002068 genetic effect Effects 0.000 description 3
- XWRJRXQNOHXIOX-UHFFFAOYSA-N geranylgeraniol Natural products CC(C)=CCCC(C)=CCOCC=C(C)CCC=C(C)C XWRJRXQNOHXIOX-UHFFFAOYSA-N 0.000 description 3
- OJISWRZIEWCUBN-UHFFFAOYSA-N geranylnerol Natural products CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO OJISWRZIEWCUBN-UHFFFAOYSA-N 0.000 description 3
- 230000013595 glycosylation Effects 0.000 description 3
- 238000006206 glycosylation reaction Methods 0.000 description 3
- 239000003550 marker Substances 0.000 description 3
- 230000004060 metabolic process Effects 0.000 description 3
- BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000002864 sequence alignment Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- 230000009466 transformation Effects 0.000 description 3
- 238000013519 translation Methods 0.000 description 3
- 239000012224 working solution Substances 0.000 description 3
- 108091032973 (ribonucleotides)n+m Proteins 0.000 description 2
- KVQVGSDBGJXNGV-UHFFFAOYSA-N 2-methyloctadecane Chemical compound CCCCCCCCCCCCCCCCC(C)C KVQVGSDBGJXNGV-UHFFFAOYSA-N 0.000 description 2
- 241000222518 Agaricus Species 0.000 description 2
- 108010011485 Aspartame Proteins 0.000 description 2
- 240000006439 Aspergillus oryzae Species 0.000 description 2
- 241000193830 Bacillus <bacterium> Species 0.000 description 2
- 241000235553 Blakeslea trispora Species 0.000 description 2
- 101150081058 CPR gene Proteins 0.000 description 2
- 241000195651 Chlorella sp. Species 0.000 description 2
- 102000002004 Cytochrome P-450 Enzyme System Human genes 0.000 description 2
- 102000000634 Cytochrome c oxidase subunit IV Human genes 0.000 description 2
- 108090000365 Cytochrome-c oxidases Proteins 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- 241000195633 Dunaliella salina Species 0.000 description 2
- 241001465328 Eremothecium gossypii Species 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- 108700028146 Genetic Enhancer Elements Proteins 0.000 description 2
- OINNEUNVOZHBOX-XBQSVVNOSA-N Geranylgeranyl diphosphate Natural products [P@](=O)(OP(=O)(O)O)(OC/C=C(\CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)/C)O OINNEUNVOZHBOX-XBQSVVNOSA-N 0.000 description 2
- 108010070675 Glutathione transferase Proteins 0.000 description 2
- 102000005720 Glutathione transferase Human genes 0.000 description 2
- 108010043121 Green Fluorescent Proteins Proteins 0.000 description 2
- 102000004144 Green Fluorescent Proteins Human genes 0.000 description 2
- 241000168517 Haematococcus lacustris Species 0.000 description 2
- 101710154606 Hemagglutinin Proteins 0.000 description 2
- 241000282414 Homo sapiens Species 0.000 description 2
- 108091092195 Intron Proteins 0.000 description 2
- 101000749871 Mus musculus Contactin-associated protein 1 Proteins 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 101710093908 Outer capsid protein VP4 Proteins 0.000 description 2
- 101710135467 Outer capsid protein sigma-1 Proteins 0.000 description 2
- 229940087098 Oxidase inhibitor Drugs 0.000 description 2
- 241000195888 Physcomitrella Species 0.000 description 2
- 241000235648 Pichia Species 0.000 description 2
- 101710176177 Protein A56 Proteins 0.000 description 2
- 244000007021 Prunus avium Species 0.000 description 2
- 235000010401 Prunus avium Nutrition 0.000 description 2
- 241000223252 Rhodotorula Species 0.000 description 2
- 241000015177 Saccharina japonica Species 0.000 description 2
- 241000195474 Sargassum Species 0.000 description 2
- 241000324045 Scenedesmus sp. 'almeriensis' Species 0.000 description 2
- 241000235347 Schizosaccharomyces pombe Species 0.000 description 2
- 239000004376 Sucralose Substances 0.000 description 2
- DRTQHJPVMGBUCF-XVFCMESISA-N Uridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-XVFCMESISA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000012491 analyte Substances 0.000 description 2
- NERNKRPBSOBEHC-UHFFFAOYSA-N anti-copalol Natural products CC1(C)CCCC2(C)C(CCC(C)=CCO)C(=C)CCC21 NERNKRPBSOBEHC-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- 239000000605 aspartame Substances 0.000 description 2
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 2
- 235000010357 aspartame Nutrition 0.000 description 2
- 229960003438 aspartame Drugs 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 2
- 229940076810 beta sitosterol Drugs 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 2
- 235000013361 beverage Nutrition 0.000 description 2
- 235000014171 carbonated beverage Nutrition 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000005094 computer simulation Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000013024 dilution buffer Substances 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- NIKHGUQULKYIGE-OTCXFQBHSA-N ent-kaur-16-en-19-oic acid Chemical compound C([C@@H]1C[C@]2(CC1=C)CC1)C[C@H]2[C@@]2(C)[C@H]1[C@](C)(C(O)=O)CCC2 NIKHGUQULKYIGE-OTCXFQBHSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 235000013373 food additive Nutrition 0.000 description 2
- 239000002778 food additive Substances 0.000 description 2
- 235000015203 fruit juice Nutrition 0.000 description 2
- 235000021474 generally recognized As safe (food) Nutrition 0.000 description 2
- 235000021473 generally recognized as safe (food ingredients) Nutrition 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000005090 green fluorescent protein Substances 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 239000000185 hemagglutinin Substances 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000002744 homologous recombination Methods 0.000 description 2
- 230000006801 homologous recombination Effects 0.000 description 2
- 235000015243 ice cream Nutrition 0.000 description 2
- 230000001939 inductive effect Effects 0.000 description 2
- 238000007689 inspection Methods 0.000 description 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 2
- 230000010354 integration Effects 0.000 description 2
- 230000003834 intracellular effect Effects 0.000 description 2
- NUHSROFQTUXZQQ-UHFFFAOYSA-N isopentenyl diphosphate Chemical compound CC(=C)CCO[P@](O)(=O)OP(O)(O)=O NUHSROFQTUXZQQ-UHFFFAOYSA-N 0.000 description 2
- OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 235000013379 molasses Nutrition 0.000 description 2
- 238000002703 mutagenesis Methods 0.000 description 2
- 231100000350 mutagenesis Toxicity 0.000 description 2
- 235000021096 natural sweeteners Nutrition 0.000 description 2
- ZYURHZPYMFLWSH-UHFFFAOYSA-N octacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC ZYURHZPYMFLWSH-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- YKNWIILGEFFOPE-UHFFFAOYSA-N pentacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCC YKNWIILGEFFOPE-UHFFFAOYSA-N 0.000 description 2
- 230000010412 perfusion Effects 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- CBIDRCWHNCKSTO-UHFFFAOYSA-N prenyl diphosphate Chemical compound CC(C)=CCO[P@](O)(=O)OP(O)(O)=O CBIDRCWHNCKSTO-UHFFFAOYSA-N 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000002708 random mutagenesis Methods 0.000 description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 235000015067 sauces Nutrition 0.000 description 2
- 238000013077 scoring method Methods 0.000 description 2
- 230000028327 secretion Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000002741 site-directed mutagenesis Methods 0.000 description 2
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 2
- 229950005143 sitosterol Drugs 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 235000019408 sucralose Nutrition 0.000 description 2
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- POOSGDOYLQNASK-UHFFFAOYSA-N tetracosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC POOSGDOYLQNASK-UHFFFAOYSA-N 0.000 description 2
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 2
- 235000013618 yogurt Nutrition 0.000 description 2
- 101710135150 (+)-T-muurolol synthase ((2E,6E)-farnesyl diphosphate cyclizing) Proteins 0.000 description 1
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- RMLYXMMBIZLGAQ-UHFFFAOYSA-N (-)-monatin Natural products C1=CC=C2C(CC(O)(CC(N)C(O)=O)C(O)=O)=CNC2=C1 RMLYXMMBIZLGAQ-UHFFFAOYSA-N 0.000 description 1
- OILXMJHPFNGGTO-UHFFFAOYSA-N (22E)-(24xi)-24-methylcholesta-5,22-dien-3beta-ol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(C)C(C)C)C1(C)CC2 OILXMJHPFNGGTO-UHFFFAOYSA-N 0.000 description 1
- RMLYXMMBIZLGAQ-HZMBPMFUSA-N (2s,4s)-4-amino-2-hydroxy-2-(1h-indol-3-ylmethyl)pentanedioic acid Chemical compound C1=CC=C2C(C[C@](O)(C[C@H](N)C(O)=O)C(O)=O)=CNC2=C1 RMLYXMMBIZLGAQ-HZMBPMFUSA-N 0.000 description 1
- KJTLQQUUPVSXIM-ZCFIWIBFSA-M (R)-mevalonate Chemical compound OCC[C@](O)(C)CC([O-])=O KJTLQQUUPVSXIM-ZCFIWIBFSA-M 0.000 description 1
- KSDMISMEMOGBFU-UHFFFAOYSA-N (all-Z)-7,10,13-Eicosatrienoic acid Natural products CCCCCCC=CCC=CCC=CCCCCCC(O)=O KSDMISMEMOGBFU-UHFFFAOYSA-N 0.000 description 1
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- JCAIWDXKLCEQEO-PGHZQYBFSA-K 5beta,9alpha,10alpha-labda-8(20),13-dien-15-yl diphosphate(3-) Chemical compound CC1(C)CCC[C@@]2(C)[C@H](CCC(/C)=C/COP([O-])(=O)OP([O-])([O-])=O)C(=C)CC[C@@H]21 JCAIWDXKLCEQEO-PGHZQYBFSA-K 0.000 description 1
- OQMZNAMGEHIHNN-UHFFFAOYSA-N 7-Dehydrostigmasterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CC(CC)C(C)C)CCC33)C)C3=CC=C21 OQMZNAMGEHIHNN-UHFFFAOYSA-N 0.000 description 1
- 241000208140 Acer Species 0.000 description 1
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 102000016912 Aldehyde Reductase Human genes 0.000 description 1
- 108010053754 Aldehyde reductase Proteins 0.000 description 1
- 235000003840 Amygdalus nana Nutrition 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 235000011446 Amygdalus persica Nutrition 0.000 description 1
- 241001388119 Anisotremus surinamensis Species 0.000 description 1
- 101100118004 Arabidopsis thaliana EBP1 gene Proteins 0.000 description 1
- 101000981773 Arabidopsis thaliana Transcription factor MYB34 Proteins 0.000 description 1
- 241000235349 Ascomycota Species 0.000 description 1
- 241000228193 Aspergillus clavatus Species 0.000 description 1
- 241000228197 Aspergillus flavus Species 0.000 description 1
- 241001225321 Aspergillus fumigatus Species 0.000 description 1
- 241000351920 Aspergillus nidulans Species 0.000 description 1
- 241000131386 Aspergillus sojae Species 0.000 description 1
- 241001465318 Aspergillus terreus Species 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- 108090000746 Chymosin Proteins 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 108700010070 Codon Usage Proteins 0.000 description 1
- 108091035707 Consensus sequence Proteins 0.000 description 1
- 241000186216 Corynebacterium Species 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- KJTLQQUUPVSXIM-UHFFFAOYSA-N DL-mevalonic acid Natural products OCCC(O)(C)CC(O)=O KJTLQQUUPVSXIM-UHFFFAOYSA-N 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 241001465321 Eremothecium Species 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- 241000206602 Eukaryota Species 0.000 description 1
- 238000012366 Fed-batch cultivation Methods 0.000 description 1
- 101710119400 Geranylfarnesyl diphosphate synthase Proteins 0.000 description 1
- 101710107752 Geranylgeranyl diphosphate synthase Proteins 0.000 description 1
- 229930191978 Gibberellin Natural products 0.000 description 1
- 102000005744 Glycoside Hydrolases Human genes 0.000 description 1
- 108010031186 Glycoside Hydrolases Proteins 0.000 description 1
- 108700023372 Glycosyltransferases Proteins 0.000 description 1
- 208000005176 Hepatitis C Diseases 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 101000651887 Homo sapiens Neutral and basic amino acid transport protein rBAT Proteins 0.000 description 1
- 101000610640 Homo sapiens U4/U6 small nuclear ribonucleoprotein Prp3 Proteins 0.000 description 1
- 102000004877 Insulin Human genes 0.000 description 1
- 108090001061 Insulin Proteins 0.000 description 1
- 102000014150 Interferons Human genes 0.000 description 1
- 108010050904 Interferons Proteins 0.000 description 1
- JCAVDWHQNFTFBW-XRNRSJMDSA-N Kaur-16-en-18-al Chemical compound C1C[C@H](C2)C(=C)C[C@@]32CC[C@@H]2[C@](C)(C=O)CCC[C@@]2(C)[C@@H]31 JCAVDWHQNFTFBW-XRNRSJMDSA-N 0.000 description 1
- TUJQVRFWMWRMIO-XRNRSJMDSA-N Kaur-16-en-18-ol Chemical compound C1C[C@H](C2)C(=C)C[C@@]32CC[C@@H]2[C@](C)(CO)CCC[C@@]2(C)[C@@H]31 TUJQVRFWMWRMIO-XRNRSJMDSA-N 0.000 description 1
- 241000235649 Kluyveromyces Species 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 241000222689 Laetiporus Species 0.000 description 1
- 240000005995 Laetiporus sulphureus Species 0.000 description 1
- 235000007714 Laetiporus sulphureus Nutrition 0.000 description 1
- 108091026898 Leader sequence (mRNA) Proteins 0.000 description 1
- 241000222418 Lentinus Species 0.000 description 1
- 241000222451 Lentinus tigrinus Species 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- 102000018697 Membrane Proteins Human genes 0.000 description 1
- 108010052285 Membrane Proteins Proteins 0.000 description 1
- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 description 1
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 description 1
- MBLBDJOUHNCFQT-LXGUWJNJSA-N N-acetylglucosamine Natural products CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO MBLBDJOUHNCFQT-LXGUWJNJSA-N 0.000 description 1
- JOCBASBOOFNAJA-UHFFFAOYSA-N N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid Chemical compound OCC(CO)(CO)NCCS(O)(=O)=O JOCBASBOOFNAJA-UHFFFAOYSA-N 0.000 description 1
- 102100023072 Neurolysin, mitochondrial Human genes 0.000 description 1
- 102100027341 Neutral and basic amino acid transport protein rBAT Human genes 0.000 description 1
- 108091034117 Oligonucleotide Proteins 0.000 description 1
- 241001542817 Phaffia Species 0.000 description 1
- 241000081271 Phaffia rhodozyma Species 0.000 description 1
- 241000222393 Phanerochaete chrysosporium Species 0.000 description 1
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 1
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 1
- 241000195887 Physcomitrella patens Species 0.000 description 1
- 108010076504 Protein Sorting Signals Proteins 0.000 description 1
- 235000011432 Prunus Nutrition 0.000 description 1
- 241000220299 Prunus Species 0.000 description 1
- 244000018795 Prunus mume Species 0.000 description 1
- 235000011158 Prunus mume Nutrition 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 1
- 108020004511 Recombinant DNA Proteins 0.000 description 1
- 108091081062 Repeated sequence (DNA) Proteins 0.000 description 1
- 108091027981 Response element Proteins 0.000 description 1
- 241000223253 Rhodotorula glutinis Species 0.000 description 1
- 101001110823 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) 60S ribosomal protein L6-A Proteins 0.000 description 1
- 101000712176 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) 60S ribosomal protein L6-B Proteins 0.000 description 1
- 101100508057 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) ICE2 gene Proteins 0.000 description 1
- 241000235343 Saccharomycetales Species 0.000 description 1
- 241000235346 Schizosaccharomyces Species 0.000 description 1
- 238000012300 Sequence Analysis Methods 0.000 description 1
- 238000002105 Southern blotting Methods 0.000 description 1
- KMJLGCYDCCCRHH-UHFFFAOYSA-N Spathulenol Natural products CC1(O)CCC2(C)C1C3C(CCC2=C)C3(C)C KMJLGCYDCCCRHH-UHFFFAOYSA-N 0.000 description 1
- 102000005782 Squalene Monooxygenase Human genes 0.000 description 1
- 108020003891 Squalene monooxygenase Proteins 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930182558 Sterol Natural products 0.000 description 1
- 235000006092 Stevia rebaudiana Nutrition 0.000 description 1
- 239000007994 TES buffer Substances 0.000 description 1
- 108091036066 Three prime untranslated region Proteins 0.000 description 1
- 108700009124 Transcription Initiation Site Proteins 0.000 description 1
- 102100040374 U4/U6 small nuclear ribonucleoprotein Prp3 Human genes 0.000 description 1
- HZYXFRGVBOPPNZ-UHFFFAOYSA-N UNPD88870 Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)=CCC(CC)C(C)C)C1(C)CC2 HZYXFRGVBOPPNZ-UHFFFAOYSA-N 0.000 description 1
- 241001261505 Undaria Species 0.000 description 1
- 241001261506 Undaria pinnatifida Species 0.000 description 1
- 108091023045 Untranslated Region Proteins 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 239000005862 Whey Substances 0.000 description 1
- 102000007544 Whey Proteins Human genes 0.000 description 1
- 108010046377 Whey Proteins Proteins 0.000 description 1
- 241001000247 Xanthophyllomyces Species 0.000 description 1
- 235000007244 Zea mays Nutrition 0.000 description 1
- 235000010358 acesulfame potassium Nutrition 0.000 description 1
- 229960004998 acesulfame potassium Drugs 0.000 description 1
- 239000000619 acesulfame-K Substances 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- FSLPMRQHCOLESF-UHFFFAOYSA-N alpha-amyrenol Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C)C(C)C5C4=CCC3C21C FSLPMRQHCOLESF-UHFFFAOYSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 230000003698 anagen phase Effects 0.000 description 1
- 239000008122 artificial sweetener Substances 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 239000012131 assay buffer Substances 0.000 description 1
- 238000003149 assay kit Methods 0.000 description 1
- DRTQHJPVMGBUCF-PSQAKQOGSA-N beta-L-uridine Natural products O[C@H]1[C@@H](O)[C@H](CO)O[C@@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-PSQAKQOGSA-N 0.000 description 1
- JFSHUTJDVKUMTJ-QHPUVITPSA-N beta-amyrin Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C JFSHUTJDVKUMTJ-QHPUVITPSA-N 0.000 description 1
- QQFMRPIKDLHLKB-UHFFFAOYSA-N beta-amyrin Natural products CC1C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)C QQFMRPIKDLHLKB-UHFFFAOYSA-N 0.000 description 1
- PDNLMONKODEGSE-UHFFFAOYSA-N beta-amyrin acetate Natural products CC(=O)OC1CCC2(C)C(CCC3(C)C4(C)CCC5(C)CCC(C)(C)CC5C4=CCC23C)C1(C)C PDNLMONKODEGSE-UHFFFAOYSA-N 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 235000015895 biscuits Nutrition 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 235000008429 bread Nutrition 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 230000007987 cellular zinc ion homeostasis Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- CCWSQXBMKLEALQ-WMZOPIPTSA-N centaureidin Natural products CO[C@@H]1[C@@H](Oc2cc(O)c(OC)c(O)c2C1=O)c3ccc(OC)c(O)c3 CCWSQXBMKLEALQ-WMZOPIPTSA-N 0.000 description 1
- 235000013351 cheese Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 108010031100 chloroplast transit peptides Proteins 0.000 description 1
- 235000020434 chocolate syrup Nutrition 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 210000000349 chromosome Anatomy 0.000 description 1
- 229940080701 chymosin Drugs 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 238000010367 cloning Methods 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000002299 complementary DNA Substances 0.000 description 1
- 238000000205 computational method Methods 0.000 description 1
- 238000004590 computer program Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003413 degradative effect Effects 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 235000021185 dessert Nutrition 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HOBAELRKJCKHQD-QNEBEIHSSA-N dihomo-γ-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O HOBAELRKJCKHQD-QNEBEIHSSA-N 0.000 description 1
- 229930004069 diterpene Natural products 0.000 description 1
- 150000004141 diterpene derivatives Chemical class 0.000 description 1
- 230000002222 downregulating effect Effects 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- JCAIWDXKLCEQEO-MSVCPBRZSA-N ent-Copalyl diphosphate Natural products [P@](=O)(OP(=O)(O)O)(OC/C=C(\CC[C@H]1C(=C)CC[C@@H]2C(C)(C)CCC[C@]12C)/C)O JCAIWDXKLCEQEO-MSVCPBRZSA-N 0.000 description 1
- 150000004436 ent-kaurene derivatives Chemical class 0.000 description 1
- FRMCCTDTYSRUBE-HYFYGGESSA-N ent-spathulenol Chemical compound C1CC(=C)[C@H]2CC[C@@](C)(O)[C@@H]2[C@H]2C(C)(C)[C@H]21 FRMCCTDTYSRUBE-HYFYGGESSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 229940011871 estrogen Drugs 0.000 description 1
- 239000000262 estrogen Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012526 feed medium Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 235000012041 food component Nutrition 0.000 description 1
- 239000005417 food ingredient Substances 0.000 description 1
- 229960002737 fructose Drugs 0.000 description 1
- 235000013569 fruit product Nutrition 0.000 description 1
- 238000004362 fungal culture Methods 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- IXORZMNAPKEEDV-UHFFFAOYSA-N gibberellic acid GA3 Natural products OC(=O)C1C2(C3)CC(=C)C3(O)CCC2C2(C=CC3O)C1C3(C)C(=O)O2 IXORZMNAPKEEDV-UHFFFAOYSA-N 0.000 description 1
- 239000003448 gibberellin Substances 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 229960001031 glucose Drugs 0.000 description 1
- 102000045442 glycosyltransferase activity proteins Human genes 0.000 description 1
- 108700014210 glycosyltransferase activity proteins Proteins 0.000 description 1
- 150000003278 haem Chemical class 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 208000002672 hepatitis B Diseases 0.000 description 1
- 235000019534 high fructose corn syrup Nutrition 0.000 description 1
- 239000008123 high-intensity sweetener Substances 0.000 description 1
- 235000012907 honey Nutrition 0.000 description 1
- 150000002433 hydrophilic molecules Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 206010022000 influenza Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 229940125396 insulin Drugs 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229940079322 interferon Drugs 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- TUJQVRFWMWRMIO-UHFFFAOYSA-N kaurenol Natural products C1CC(C2)C(=C)CC32CCC2C(C)(CO)CCCC2(C)C31 TUJQVRFWMWRMIO-UHFFFAOYSA-N 0.000 description 1
- 235000015141 kefir Nutrition 0.000 description 1
- 229930002697 labdane diterpene Natural products 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 125000001909 leucine group Chemical group [H]N(*)C(C(*)=O)C([H])([H])C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000006372 lipid accumulation Effects 0.000 description 1
- 230000004807 localization Effects 0.000 description 1
- 239000006166 lysate Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 108020004999 messenger RNA Proteins 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 230000002438 mitochondrial effect Effects 0.000 description 1
- 238000010369 molecular cloning Methods 0.000 description 1
- 229940057059 monascus purpureus Drugs 0.000 description 1
- 229930003658 monoterpene Natural products 0.000 description 1
- 150000002773 monoterpene derivatives Chemical class 0.000 description 1
- 235000002577 monoterpenes Nutrition 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- GNOLWGAJQVLBSM-UHFFFAOYSA-N n,n,5,7-tetramethyl-1,2,3,4-tetrahydronaphthalen-1-amine Chemical compound C1=C(C)C=C2C(N(C)C)CCCC2=C1C GNOLWGAJQVLBSM-UHFFFAOYSA-N 0.000 description 1
- 229950006780 n-acetylglucosamine Drugs 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 235000013615 non-nutritive sweetener Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229930000223 plant secondary metabolite Natural products 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 230000008488 polyadenylation Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 108091033319 polynucleotide Proteins 0.000 description 1
- 102000040430 polynucleotide Human genes 0.000 description 1
- 239000002157 polynucleotide Substances 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 238000002953 preparative HPLC Methods 0.000 description 1
- 235000014774 prunus Nutrition 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 238000010188 recombinant method Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 229930004725 sesquiterpene Natural products 0.000 description 1
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 1
- 238000012868 site-directed mutagenesis technique Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 238000004114 suspension culture Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- LHYHMMRYTDARSZ-YJNKXOJESA-N t-cadinol Natural products C1CC(C)=C[C@@H]2[C@H](C(C)C)CC[C@](C)(O)[C@@H]21 LHYHMMRYTDARSZ-YJNKXOJESA-N 0.000 description 1
- LHYHMMRYTDARSZ-XQLPTFJDSA-N tau-cadinol Chemical compound C1CC(C)=C[C@H]2[C@H](C(C)C)CC[C@](C)(O)[C@@H]21 LHYHMMRYTDARSZ-XQLPTFJDSA-N 0.000 description 1
- 108010087432 terpene synthase Proteins 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000005026 transcription initiation Effects 0.000 description 1
- 230000005030 transcription termination Effects 0.000 description 1
- 230000002103 transcriptional effect Effects 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 150000003648 triterpenes Chemical class 0.000 description 1
- DRTQHJPVMGBUCF-UHFFFAOYSA-N uracil arabinoside Natural products OC1C(O)C(CO)OC1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-UHFFFAOYSA-N 0.000 description 1
- 229940045145 uridine Drugs 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 125000002987 valine group Chemical group [H]N([H])C([H])(C(*)=O)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 238000003260 vortexing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/56—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical directly bound to a condensed ring system having three or more carbocyclic rings, e.g. daunomycin, adriamycin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/36—Terpene glycosides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/256—Polyterpene radicals
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
- C12N15/52—Genes encoding for enzymes or proenzymes
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0012—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7)
- C12N9/0036—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6)
- C12N9/0038—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6) with a heme protein as acceptor (1.6.2)
- C12N9/0042—NADPH-cytochrome P450 reductase (1.6.2.4)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0071—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14)
- C12N9/0073—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14) with NADH or NADPH as one donor, and incorporation of one atom of oxygen 1.14.13
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1085—Transferases (2.) transferring alkyl or aryl groups other than methyl groups (2.5)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/90—Isomerases (5.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y106/00—Oxidoreductases acting on NADH or NADPH (1.6)
- C12Y106/02—Oxidoreductases acting on NADH or NADPH (1.6) with a heme protein as acceptor (1.6.2)
- C12Y106/02004—NADPH-hemoprotein reductase (1.6.2.4), i.e. NADP-cytochrome P450-reductase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y114/00—Oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (1.14)
- C12Y114/13—Oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (1.14) with NADH or NADPH as one donor, and incorporation of one atom of oxygen (1.14.13)
- C12Y114/13078—Ent-kaurene oxidase (1.14.13.78)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y114/00—Oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (1.14)
- C12Y114/13—Oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (1.14) with NADH or NADPH as one donor, and incorporation of one atom of oxygen (1.14.13)
- C12Y114/13079—Ent-kaurenoic acid oxidase (1.14.13.79)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y205/00—Transferases transferring alkyl or aryl groups, other than methyl groups (2.5)
- C12Y205/01—Transferases transferring alkyl or aryl groups, other than methyl groups (2.5) transferring alkyl or aryl groups, other than methyl groups (2.5.1)
- C12Y205/01029—Geranylgeranyl diphosphate synthase (2.5.1.29)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y402/00—Carbon-oxygen lyases (4.2)
- C12Y402/03—Carbon-oxygen lyases (4.2) acting on phosphates (4.2.3)
- C12Y402/03019—Ent-kaurene synthase (4.2.3.19)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y505/00—Intramolecular lyases (5.5)
- C12Y505/01—Intramolecular lyases (5.5.1)
- C12Y505/01013—Ent-copalyl diphosphate synthase (5.5.1.13)
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K2319/00—Fusion polypeptide
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Microbiology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Biophysics (AREA)
- Plant Pathology (AREA)
- Nutrition Science (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Saccharide Compounds (AREA)
- Seasonings (AREA)
- Enzymes And Modification Thereof (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2020200887A AU2020200887B2 (en) | 2014-09-09 | 2020-02-07 | Production of steviol glycosides in recombinant hosts |
| AU2024200962A AU2024200962B2 (en) | 2014-09-09 | 2024-02-14 | Production of steviol glycosides in recombinant hosts |
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462048178P | 2014-09-09 | 2014-09-09 | |
| US62/048,178 | 2014-09-09 | ||
| US201562103547P | 2015-01-14 | 2015-01-14 | |
| US62/103,547 | 2015-01-14 | ||
| US201562117396P | 2015-02-17 | 2015-02-17 | |
| US62/117,396 | 2015-02-17 | ||
| US201562148585P | 2015-04-16 | 2015-04-16 | |
| US62/148,585 | 2015-04-16 | ||
| PCT/EP2015/070620 WO2016038095A2 (en) | 2014-09-09 | 2015-09-09 | Production of steviol glycosides in recombinant hosts |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2020200887A Division AU2020200887B2 (en) | 2014-09-09 | 2020-02-07 | Production of steviol glycosides in recombinant hosts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2015314251A1 true AU2015314251A1 (en) | 2017-03-16 |
Family
ID=54072842
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2015314251A Abandoned AU2015314251A1 (en) | 2014-09-09 | 2015-09-09 | Production of steviol glycosides in recombinant hosts |
| AU2020200887A Active AU2020200887B2 (en) | 2014-09-09 | 2020-02-07 | Production of steviol glycosides in recombinant hosts |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2020200887A Active AU2020200887B2 (en) | 2014-09-09 | 2020-02-07 | Production of steviol glycosides in recombinant hosts |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US10612064B2 (https=) |
| EP (2) | EP4592304A3 (https=) |
| JP (1) | JP2017528134A (https=) |
| KR (1) | KR20170052647A (https=) |
| CN (1) | CN107109358B (https=) |
| AU (2) | AU2015314251A1 (https=) |
| BR (1) | BR112017004712B1 (https=) |
| CA (1) | CA2960693A1 (https=) |
| MX (1) | MX2017003130A (https=) |
| MY (1) | MY191735A (https=) |
| SG (2) | SG10201901957SA (https=) |
| WO (1) | WO2016038095A2 (https=) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2575432B1 (en) | 2010-06-02 | 2019-08-14 | Evolva, Inc. | Recombinant production of steviol glycosides |
| CA3128532A1 (en) | 2011-08-08 | 2013-02-14 | Evolva Sa | Recombinant production of steviol glycosides |
| MY199452A (en) | 2013-02-06 | 2023-10-30 | Evolva Sa | Methods for improved production of rebaudioside d and rebaudioside m |
| BR112015019160A2 (pt) | 2013-02-11 | 2017-08-22 | Dalgaard Mikkelsen Michael | Produção de glicosídeos de esteviol em hospedeiros recombinantes |
| CA2957331A1 (en) | 2014-08-11 | 2016-02-18 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| CA2960693A1 (en) | 2014-09-09 | 2016-03-17 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| EP3250686A1 (en) | 2015-01-30 | 2017-12-06 | Evolva SA | Production of steviol glycosides in recombinant hosts |
| WO2016146711A1 (en) | 2015-03-16 | 2016-09-22 | Dsm Ip Assets B.V. | Udp-glycosyltransferases |
| CN107666834B (zh) | 2015-04-03 | 2021-08-24 | 帝斯曼知识产权资产管理有限公司 | 甜菊醇糖苷 |
| MX2018001620A (es) | 2015-08-07 | 2018-06-11 | Evolva Sa | Produccion de glucosidos de esteviol en hospedadores recombinantes. |
| CN108138152B (zh) | 2015-10-05 | 2023-01-06 | 帝斯曼知识产权资产管理有限公司 | 贝壳杉烯酸羟化酶 |
| WO2017153538A1 (en) * | 2016-03-11 | 2017-09-14 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| US10982249B2 (en) * | 2016-04-13 | 2021-04-20 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| WO2017198681A1 (en) * | 2016-05-16 | 2017-11-23 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| EP3458599A1 (en) | 2016-05-16 | 2019-03-27 | Evolva SA | Production of steviol glycosides in recombinant hosts |
| PT3497222T (pt) | 2016-08-12 | 2022-02-09 | Amyris Inc | Glicosiltransferase dependente de udp para produção de eficácia elevada de rebaudiosídeos |
| WO2018083338A1 (en) * | 2016-11-07 | 2018-05-11 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| KR102905512B1 (ko) | 2017-02-03 | 2025-12-29 | 테이트 앤드 라일 솔루션스 유에스에이 엘엘씨 | 조작된 글리코실트랜스퍼라제 및 스테비올 글리코시드 글루코실화 방법 |
| CA3071029A1 (en) | 2017-08-11 | 2019-02-14 | Amyris, Inc. | Pisum sativum kaurene oxidase for high efficiency production of rebaudiosides |
| WO2019055325A2 (en) | 2017-09-12 | 2019-03-21 | Biocapital Holdings, Llc | BIOOGICAL DEVICES AND METHODS OF USING THE SAME TO PRODUCE STEVIOL GLYCOSIDES |
| BR112020009838A2 (pt) * | 2017-12-05 | 2020-11-17 | Evolva Sa | produção de glicosídeos de esteviol em hospedeiros recombinantes |
| SG11202007273WA (en) | 2018-01-31 | 2020-08-28 | Univ Michigan Regents | Biocatalyst and methods for synthesizing mixed disulfide conjugates of thienopyridine compounds |
| IL280302B2 (en) | 2018-07-30 | 2025-09-01 | Codexis Inc | Engineered glycosyltransferases and methods for glycosylation of steviol glycoside |
| CA3114953A1 (en) | 2018-10-15 | 2020-04-23 | Amyris, Inc. | Stevia rebaudiana kaurenoic acid hydroxylase variants for high efficiency production of rebaudiosides |
| EP3877519B1 (en) | 2018-11-09 | 2026-03-11 | Ginkgo Bioworks, Inc. | Biosynthesis of mogrosides |
| SG11202107656TA (en) | 2019-01-24 | 2021-08-30 | Amyris Inc | Abc transporters for the high efficiency production of rebaudiosides |
| MX2021013124A (es) * | 2019-05-03 | 2022-01-24 | Amyris Inc | Variantes del ácido kaurenoico 13-hidroxilasa (kah) y usos del mismo. |
| US12065685B1 (en) | 2019-05-13 | 2024-08-20 | Amyris, Inc. | UDP-glycosyltransferase variants and uses thereof |
| US20250290081A1 (en) * | 2020-10-22 | 2025-09-18 | Dsm Ip Assets B.V. | Microorganisms for diterpene production |
| CN112778408B (zh) * | 2021-03-02 | 2023-04-28 | 中国热带农业科学院橡胶研究所 | 橡胶树转录因子HbICE2及其编码基因与应用 |
| CN114561310B (zh) * | 2022-03-17 | 2022-12-02 | 江南大学 | 一种生产甜茶苷的酿酒酵母及其应用 |
| WO2024042405A1 (en) | 2022-08-26 | 2024-02-29 | Amyris Bio Products Portugal, Unipessoal, Ltda. | Compositions and methods for the synthesis of bio-based polymers |
| WO2024042486A1 (en) | 2022-08-26 | 2024-02-29 | Amyris Bio Products Portugal, Unipessoal, Ltda. | Compositions and methods for the production of polyurethanes |
| WO2024116153A1 (en) | 2022-12-02 | 2024-06-06 | Amyris Bio Products Portugal, Unipessoal, Ltda. | Compositions and methods for using previously cultured cells |
Family Cites Families (150)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58149697A (ja) | 1982-02-27 | 1983-09-06 | Dainippon Ink & Chem Inc | β−1,3グリコシルステビオシドの製造方法 |
| JPS59101408A (ja) | 1982-12-02 | 1984-06-12 | Junichi Iwamura | 植物生長調整剤 |
| US5198360A (en) | 1990-01-19 | 1993-03-30 | Eli Lilly And Company | Dna sequence conferring a plaque inhibition phenotype |
| US5484956A (en) | 1990-01-22 | 1996-01-16 | Dekalb Genetics Corporation | Fertile transgenic Zea mays plant comprising heterologous DNA encoding Bacillus thuringiensis endotoxin |
| US6946587B1 (en) | 1990-01-22 | 2005-09-20 | Dekalb Genetics Corporation | Method for preparing fertile transgenic corn plants |
| JPH03277275A (ja) | 1990-03-28 | 1991-12-09 | Dainippon Ink & Chem Inc | 新規酵素及びその酵素を用いた配糖体の製造方法 |
| US5204253A (en) | 1990-05-29 | 1993-04-20 | E. I. Du Pont De Nemours And Company | Method and apparatus for introducing biological substances into living cells |
| US5306862A (en) | 1990-10-12 | 1994-04-26 | Amoco Corporation | Method and composition for increasing sterol accumulation in higher plants |
| US5460949A (en) | 1990-11-15 | 1995-10-24 | Amoco Corporation | Method and composition for increasing the accumulation of squalene and specific sterols in yeast |
| US5712112A (en) | 1992-11-04 | 1998-01-27 | National Science Council Of R.O.C. | Gene expression system comprising the promoter region of the alpha-amylase genes |
| WO1995002683A1 (en) | 1993-07-15 | 1995-01-26 | Neose Pharmaceuticals | Method of synthesizing saccharide compositions |
| US7186891B1 (en) | 1996-04-12 | 2007-03-06 | University Of Kentucky, Research Foundation | Plant cells and plants expressing chimeric isoprenoid synthases |
| JPH10117776A (ja) | 1996-10-22 | 1998-05-12 | Japan Tobacco Inc | インディカイネの形質転換方法 |
| WO1999018224A1 (en) | 1997-10-06 | 1999-04-15 | The Centre National De Recherche Scientifique | Plant fatty acid hydroxylase genes |
| US6255557B1 (en) | 1998-03-31 | 2001-07-03 | Her Majesty The Queen In Right Of Canada As Represented By The Ministerof Agriculture And Agri-Food Canada | Stevia rebaudiana with altered steviol glycoside composition |
| EP2175025A1 (en) | 1998-04-14 | 2010-04-14 | Kyowa Hakko Bio Co., Ltd. | Process for producing isoprenoid compounds by using microorganisms |
| EP0955363A3 (en) | 1998-05-06 | 2004-01-28 | F. Hoffmann-La Roche Ag | Dna sequences encoding enzymes involved in production of isoprenoids |
| TWI250210B (en) | 1998-05-06 | 2006-03-01 | Dsm Ip Assets Bv | An isolated DNA sequence coding for an enzyme involved in the mevalonate pathway or the pathway from isopentenyl pyrophosphate to farnesyl pyrophosphate |
| US6531303B1 (en) | 1998-07-06 | 2003-03-11 | Arkion Life Sciences Llc | Method of producing geranylgeraniol |
| JP4579415B2 (ja) | 1998-07-06 | 2010-11-10 | ディーシーブイ・インコーポレイテッド・ドゥーイング・ビジネス・アズ・バイオ−テクニカル・リソーシィズ | ビタミン製造方法 |
| AR021636A1 (es) | 1998-12-17 | 2002-07-31 | Rubicon Forests Holdings Ltd | Materiales y metodos para la modificacion del contenido, la composicion y el metabolismo de los isoprenoides |
| AU2594300A (en) | 1998-12-23 | 2000-07-12 | Samuel Roberts Noble Foundation, Inc., The | Plant transformation process |
| MXPA01010488A (es) | 1999-04-15 | 2003-07-21 | Calgene Llc | Secuencias de acidos nucleicos para proteinas que intervienen en sintesis isoprenoide. |
| NZ513993A (en) | 1999-04-21 | 2001-09-28 | Samuel Roberts Noble Found Inc | Plant transformation process |
| ATE373715T1 (de) | 1999-08-04 | 2007-10-15 | Adelbert Bacher | Isoprenoid biosynthese |
| AU6780700A (en) | 1999-08-18 | 2001-03-13 | Paradigm Genetics, Inc. | Methods and apparatus for transformation of monocotyledenous plants using agrobacterium in combination with vacuum filtration |
| WO2001083769A2 (en) | 2000-05-03 | 2001-11-08 | The Salk Institute For Biological Studies | Crystallization of 4-diphosphocytidyl-2-c-methylerythritol synthesis |
| DE10027821A1 (de) | 2000-06-05 | 2001-12-06 | Adelbert Bacher | Der Mevalonat-unabhängige Isoprenoidbiosyntheseweg |
| WO2002010398A2 (en) | 2000-07-31 | 2002-02-07 | Hahn Frederick M | Manipulation of genes of the mevalonate and isoprenoid pathways to create novel traits in transgenic organisms |
| US7109033B2 (en) | 2000-08-24 | 2006-09-19 | The Scripps Research Institute | Stress-regulated genes of plants, transgenic plants containing same, and methods of use |
| US6818424B2 (en) | 2000-09-01 | 2004-11-16 | E. I. Du Pont De Nemours And Company | Production of cyclic terpenoids |
| US6689601B2 (en) | 2000-09-01 | 2004-02-10 | E. I. Du Pont De Nemours And Company | High growth methanotropic bacterial strain |
| US6660507B2 (en) | 2000-09-01 | 2003-12-09 | E. I. Du Pont De Nemours And Company | Genes involved in isoprenoid compound production |
| AU2001291114A1 (en) | 2000-09-19 | 2002-04-02 | Microbia, Inc. | Modulation of secondary metabolite production by zinc binuclear cluster proteins |
| AU9635901A (en) | 2000-09-29 | 2002-04-08 | Cargill Inc | Isoprenoid production |
| US6949362B2 (en) | 2000-12-12 | 2005-09-27 | E. I. Du Pont De Nemours And Company | Rhodococcus cloning and expression vectors |
| DE60239386D1 (de) | 2001-01-25 | 2011-04-21 | Evolva Ltd | Zellbibliothek |
| US20040078846A1 (en) | 2002-01-25 | 2004-04-22 | Desouza Mervyn L. | Carotenoid biosynthesis |
| US20050003474A1 (en) | 2001-01-26 | 2005-01-06 | Desouza Mervyn L. | Carotenoid biosynthesis |
| DE10201458A1 (de) | 2001-04-11 | 2002-10-17 | Adelbert Bacher | Intermediate und Enzyme des Mevalonat-unabhängigen Isoprenoidbiosyntheseweg |
| US7034140B2 (en) | 2001-04-24 | 2006-04-25 | E.I. Du Pont De Nemours And Company | Genes involved in isoprenoid compound production |
| AU2002316966B2 (en) | 2001-06-06 | 2007-05-17 | Dsm Ip Assets B.V. | Improved isoprenoid production |
| EP1402042A2 (en) | 2001-06-22 | 2004-03-31 | Syngenta Participations AG | Abiotic stress responsive polynucleotides and polypeptides |
| NZ513755A (en) | 2001-08-24 | 2001-09-28 | Ann Rachel Holmes | Protein expression system in yeast comprising a vector encoding a heterologous membrane protein and its application in screening for drugs |
| US20040072311A1 (en) | 2001-08-28 | 2004-04-15 | Dicosimo Deana J. | Production of cyclic terpenoids |
| US20040010815A1 (en) | 2001-09-26 | 2004-01-15 | Lange B. Markus | Identification and characterization of plant genes |
| US7172886B2 (en) | 2001-12-06 | 2007-02-06 | The Regents Of The University Of California | Biosynthesis of isopentenyl pyrophosphate |
| JP2005185101A (ja) | 2002-05-30 | 2005-07-14 | National Institute Of Agrobiological Sciences | 植物の全長cDNAおよびその利用 |
| DE60329505D1 (de) | 2002-08-20 | 2009-11-12 | Suntory Holdings Ltd | Neue glycosyltransferase-gene |
| ES2305501T3 (es) | 2002-09-27 | 2008-11-01 | Dsm Ip Assets B.V. | Gen escualeno sintasa (sqs). |
| US7098000B2 (en) | 2003-06-04 | 2006-08-29 | E. I. Du Pont De Nemoure And Company | Method for production of C30-aldehyde carotenoids |
| US7422884B2 (en) | 2003-06-12 | 2008-09-09 | Dsm Ip Assetts B.V. | Feedback-resistant mevalonate kinases |
| US7569389B2 (en) | 2004-09-30 | 2009-08-04 | Ceres, Inc. | Nucleotide sequences and polypeptides encoded thereby useful for modifying plant characteristics |
| PL1694832T3 (pl) * | 2003-10-16 | 2012-09-28 | U S Smokeless Tobacco Company Llc | Zastosowanie genu cytochromu p450 z Nicotiana |
| ATE537269T1 (de) | 2004-05-21 | 2011-12-15 | Univ California | Verfahren zur verbesserung der herstellung von isoprenoid-zusammensetzungen |
| US20060014264A1 (en) | 2004-07-13 | 2006-01-19 | Stowers Institute For Medical Research | Cre/lox system with lox sites having an extended spacer region |
| JPWO2006016395A1 (ja) | 2004-08-09 | 2008-05-01 | 国立大学法人東北大学 | Udp−グルクロニル基転移酵素およびその遺伝子 |
| JP5074185B2 (ja) | 2004-08-19 | 2012-11-14 | ディーエスエム アイピー アセッツ ビー.ブイ. | イソプレノイドの生成 |
| US7923552B2 (en) | 2004-10-18 | 2011-04-12 | SGF Holdings, LLC | High yield method of producing pure rebaudioside A |
| US8338155B2 (en) | 2004-12-14 | 2012-12-25 | Dsm Ip Assets B.V. | Modified mevalonate kinase with reduced feedback inhibition |
| CA2598792A1 (en) | 2005-03-02 | 2006-09-08 | Metanomics Gmbh | Process for the production of fine chemicals |
| WO2006096392A2 (en) | 2005-03-04 | 2006-09-14 | Diversa Corporation | Enzymes involved in astaxanthin, carotenoid and isoprenoid biosynthetic pathways, genes encoding them and methods of making and using them |
| JP4284562B2 (ja) | 2005-03-04 | 2009-06-24 | 独立行政法人産業技術総合研究所 | Udp−キシロースの製造方法 |
| US7989677B2 (en) | 2005-08-17 | 2011-08-02 | Nestec S. A. | Nucleic acids and proteins associated with sucrose accumulation in coffee |
| CA2624230A1 (en) | 2005-08-22 | 2007-03-01 | Co2 Boost Llc | A device and process to generate co2 used for indoor crop production and underwater gardening |
| US8293307B2 (en) | 2005-10-11 | 2012-10-23 | Purecircle Sdn Bhd | Process for manufacturing a sweetener and use thereof |
| AU2006318781B2 (en) | 2005-11-23 | 2012-11-01 | The Coca-Cola Company | Natural high-potency sweetener compositions with improved temporal profile and/or flavor profile, methods for their formulation, and uses |
| KR100784261B1 (ko) | 2006-01-02 | 2007-12-11 | 한국과학기술원 | 탄저균의 포자외막 단백질을 이용한 목적단백질의 미생물표면발현방법 |
| US7927851B2 (en) | 2006-03-21 | 2011-04-19 | Vineland Research And Innovation Centre | Compositions having ent-kaurenoic acid 13-hydroxylase activity and methods for producing same |
| EP2090662A3 (en) | 2006-04-05 | 2012-10-31 | Metanomics GmbH | Process for the production of a fine chemical |
| US8114645B2 (en) | 2006-05-19 | 2012-02-14 | The Regents Of The University Of California | Methods for increasing isoprenoid and isoprenoid precursor production by modulating fatty acid levels |
| EP2035827B1 (en) | 2006-06-19 | 2012-10-17 | Givaudan S.A. | Nucleic acid, polypeptide and its use |
| WO2008008256A2 (en) | 2006-07-07 | 2008-01-17 | The Regents Of The University Of California | Methods for enhancing production of isoprenoid compounds by host cells |
| EP2066778B1 (en) | 2006-09-26 | 2016-01-27 | The Regents of The University of California | Production of isoprenoids and isoprenoid precursors |
| US7741119B2 (en) | 2006-09-28 | 2010-06-22 | E. I. Du Pont De Nemours And Company | Xylitol synthesis mutant of xylose-utilizing zymomonas for ethanol production |
| US7629156B2 (en) | 2006-09-28 | 2009-12-08 | E.I. Du Pont De Nemours And Company | Ethanol production in fermentation of mixed sugars containing xylose |
| CN101200480B (zh) | 2006-12-15 | 2011-03-30 | 成都华高药业有限公司 | 莱鲍迪甙a的提取方法 |
| JP4915917B2 (ja) | 2006-12-22 | 2012-04-11 | 独立行政法人農業・食品産業技術総合研究機構 | ラクト−n−ビオースi及びガラクト−n−ビオースの製造方法 |
| ES2381892T3 (es) | 2007-01-22 | 2012-06-01 | Cargill, Incorporated | Procedimiento para producir composiciones de rebaudiósido A purificado que utiliza la cristalización disolvente/antidisolvente |
| JP2008237110A (ja) | 2007-03-27 | 2008-10-09 | Institute Of Physical & Chemical Research | ステビオール合成酵素遺伝子及びステビオールの製造方法 |
| WO2008144060A2 (en) | 2007-05-17 | 2008-11-27 | Tetravitae Bioscience, Inc. | Methods and compositions for producing solvents |
| US20080292775A1 (en) | 2007-05-22 | 2008-11-27 | The Coca-Cola Company | Delivery Systems for Natural High-Potency Sweetener Compositions, Methods for Their Formulation, and Uses |
| WO2009005704A1 (en) | 2007-07-03 | 2009-01-08 | The Regents Of The University Of California | Methods of increasing isoprenoid or isoprenoid precursor production |
| JP2009034080A (ja) | 2007-08-03 | 2009-02-19 | Sanei Gen Ffi Inc | 新規糖転移酵素、及びそれを利用した配糖体の製造 |
| US7964232B2 (en) | 2007-09-17 | 2011-06-21 | Pepsico, Inc. | Steviol glycoside isomers |
| MY155722A (en) | 2007-12-03 | 2015-11-30 | Dsm Ip Assets Bv | Novel nutraceutical compositions containing stevia extract or stevia extract constituents and uses thereof |
| WO2009086049A2 (en) | 2007-12-27 | 2009-07-09 | Mc Neil Nutritionals, Llc | Synergistic sweetening compositions |
| BRPI0907786B1 (pt) | 2008-02-20 | 2021-06-01 | Ceres, Inc. | Método de produção de uma planta e método de aumentar o nível de tolerância a baixo teor de nitrogênio em uma planta |
| TWI475963B (zh) | 2008-02-25 | 2015-03-11 | 可口可樂公司 | 甜菊糖苷a衍生性產物以及製造彼的方法 |
| WO2009140394A1 (en) | 2008-05-13 | 2009-11-19 | Cargill, Incorporated | Separation of rebaudioside a from stevia glycosides using chromatography |
| CN101314776B (zh) | 2008-07-11 | 2010-11-03 | 南京农业大学 | 二磷酸尿核甘葡萄糖基转移酶基因及其所编码的蛋白质 |
| WO2010021001A2 (en) | 2008-08-19 | 2010-02-25 | Kaushik Ramakrishnan S | Process for preparing sweetener from stevia rebaudiana |
| ES2592377T3 (es) | 2008-10-03 | 2016-11-29 | Morita Kagaku Kogyo Co., Ltd. | Nuevos glucósidos de esteviol |
| CN101720910B (zh) | 2008-10-23 | 2012-07-25 | 大闽食品(漳州)有限公司 | 一种甜菊糖甙的制备方法 |
| US8614085B2 (en) | 2009-02-27 | 2013-12-24 | Butamax(Tm) Advanced Biofuels Llc | Yeast with increased butanol tolerance involving a multidrug efflux pump gene |
| US20100297722A1 (en) | 2009-05-20 | 2010-11-25 | Board Of Trustees Of Southern Illinois University | Transgenic moss producing terpenoids |
| DK2440661T3 (en) | 2009-06-08 | 2018-03-12 | Jennewein Biotechnologie Gmbh | HMO synthesis |
| KR20120027363A (ko) | 2009-06-16 | 2012-03-21 | 이피씨 (베이징) 내추럴 프로덕츠 컴퍼니, 리미티드 | 뒷맛을 감소시키거나 제거하기 위한 레바우디오사이드 d를 포함하는 조성물 및 그의 제조 방법 |
| KR101190881B1 (ko) * | 2009-08-24 | 2012-10-12 | 전남대학교산학협력단 | 박테리아 사이토크롬 피450을 이용한 심바스타틴 또는 로바스타틴의 사람에서의 대사산물의 신규한 생산방법 및 이를 위한 조성물 |
| CN102573521B (zh) | 2009-09-04 | 2014-04-09 | 红点生物公司 | 包括莱鲍迪苷a或d的甜度增强剂 |
| AU2010298437B2 (en) | 2009-09-22 | 2014-06-19 | Redpoint Bio Corporation | Novel polymorphs of rebaudioside C and methods for making and using the same |
| CA3015571C (en) | 2009-10-15 | 2021-07-06 | Purecircle Sdn Bhd | High-purity rebaudioside d and applications |
| US8299224B2 (en) | 2009-10-15 | 2012-10-30 | Purecircle Sdn Bhd | High-purity Rebaudioside D |
| US8703224B2 (en) | 2009-11-04 | 2014-04-22 | Pepsico, Inc. | Method to improve water solubility of Rebaudioside D |
| WO2011062748A1 (en) | 2009-11-23 | 2011-05-26 | E.I. Du Pont De Nemours And Company | Sucrose transporter genes for increasing plant seed lipids |
| HUE041436T2 (hu) | 2009-12-10 | 2019-05-28 | Univ Minnesota | Tal-effektor-közvetített DNS-módosítás |
| WO2011090709A1 (en) | 2009-12-28 | 2011-07-28 | The Coca-Cola Company | Sweetness enhancers, compositions thereof, and methods for use |
| KR101244315B1 (ko) | 2010-10-19 | 2013-03-14 | 이화여자대학교 산학협력단 | 에탄올―저항성 효모 유전자 및 이의 용도 |
| WO2011140329A1 (en) | 2010-05-06 | 2011-11-10 | Ceres, Inc. | Transgenic plants having increased biomass |
| WO2011146833A1 (en) | 2010-05-20 | 2011-11-24 | Evolva Inc. | Method of producing isoprenoid compounds in yeast |
| US9249420B2 (en) | 2010-05-31 | 2016-02-02 | Vib Vzw | Isobutanol production using yeasts with modified transporter expression |
| EP2575432B1 (en) * | 2010-06-02 | 2019-08-14 | Evolva, Inc. | Recombinant production of steviol glycosides |
| US20120021111A1 (en) | 2010-07-23 | 2012-01-26 | Aexelon Therapeutics, Inc. | Natural Low Caloric Sweetener Compositions for Use in Beverages, Foods and Pharmaceuticals, and Their Methods of Manufacture |
| US20120083593A1 (en) | 2010-10-01 | 2012-04-05 | Shanghai Yongyou Bioscience Inc. | Separation and Purification of Stevioside and Rebaudioside A |
| EP2645847B1 (en) | 2010-11-30 | 2018-01-17 | Massachusetts Institute of Technology | Microbial production of natural sweeteners, diterpenoid steviol glycosides |
| KR20130014227A (ko) | 2011-07-29 | 2013-02-07 | 한국생명공학연구원 | 신규한 α-글루코실 스테비오사이드 및 이의 제조 방법 |
| CA3128532A1 (en) * | 2011-08-08 | 2013-02-14 | Evolva Sa | Recombinant production of steviol glycosides |
| IN2014CN01129A (https=) * | 2011-08-08 | 2015-04-10 | Evolva Sa | |
| BR112014012543A2 (pt) | 2011-11-23 | 2017-06-13 | Evolva Sa | métodos e materiais para síntese enzimática de compostos de mogrosídeo |
| CN103159808B (zh) | 2011-12-09 | 2017-03-29 | 上海泓博智源医药股份有限公司 | 一种制备天然甜味剂的工艺方法 |
| EP4124245A1 (en) | 2011-12-19 | 2023-02-01 | The Coca-Cola Company | Beverage comprising rebaudioside x |
| MX355028B (es) * | 2012-01-23 | 2018-03-28 | Dsm Ip Assets Bv | Produccion de diterpeno. |
| CN102559528B (zh) | 2012-02-09 | 2013-08-21 | 南京工业大学 | 一种产甜叶菊糖基转移酶ugt76g1的基因工程菌及其应用 |
| US10000783B2 (en) | 2012-03-16 | 2018-06-19 | Suntory Holdings Limited | Steviol glucosyltransferases and genes encoding the same |
| MX395285B (es) | 2012-05-22 | 2025-03-25 | Purecircle Sdn Bhd | Glucosidos de esteviol de alta pureza. |
| CN103710318B (zh) | 2012-09-29 | 2017-01-18 | 中国科学院上海生命科学研究院 | 利用微生物生产甜菊糖苷类化合物的方法 |
| EP2928321A1 (en) | 2012-12-05 | 2015-10-14 | Evolva SA | Steviol glycoside compositions sensory properties |
| MY199452A (en) * | 2013-02-06 | 2023-10-30 | Evolva Sa | Methods for improved production of rebaudioside d and rebaudioside m |
| BR112015019160A2 (pt) * | 2013-02-11 | 2017-08-22 | Dalgaard Mikkelsen Michael | Produção de glicosídeos de esteviol em hospedeiros recombinantes |
| MX367033B (es) | 2013-05-31 | 2019-08-02 | Dsm Ip Assets Bv | Microorganismos para la produccion de diterpeno. |
| CA2912347A1 (en) | 2013-05-31 | 2014-12-04 | Dsm Ip Assets B.V. | Extracellular diterpene production |
| KR101559478B1 (ko) | 2013-06-24 | 2015-10-13 | 한국생명공학연구원 | 효소전환법을 이용한 천연 고감미료의 제조방법 |
| EP3021689B1 (en) | 2013-07-15 | 2021-03-24 | DSM IP Assets B.V. | Diterpene production |
| EP3024941B1 (en) | 2013-07-23 | 2019-07-03 | DSM IP Assets B.V. | Diterpene production in yarrowia |
| AU2014298430A1 (en) | 2013-07-31 | 2016-02-11 | Dsm Ip Assets B.V. | Steviol glycosides |
| EP3536697A1 (en) | 2013-07-31 | 2019-09-11 | DSM IP Assets B.V. | Recovery of steviol glycosides |
| WO2015016393A1 (ja) | 2013-08-02 | 2015-02-05 | サントリーホールディングス株式会社 | ヘキセノール配糖体化酵素の利用方法 |
| CN103397064B (zh) | 2013-08-14 | 2015-04-15 | 苏州汉酶生物技术有限公司 | 一种酶法制备瑞鲍迪甙m的方法 |
| US20160215306A1 (en) | 2013-08-30 | 2016-07-28 | Evolva Sa | Method for producing modified resveratrol |
| WO2015051454A1 (en) | 2013-10-07 | 2015-04-16 | Vineland Research And Innovation Centre | Compositions and methods for producing steviol and steviol glycosides |
| SG10201807693YA (en) | 2014-03-07 | 2018-10-30 | Evolva Sa | Methods for recombinant production of saffron compounds |
| CA2957331A1 (en) | 2014-08-11 | 2016-02-18 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| CA2960693A1 (en) * | 2014-09-09 | 2016-03-17 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| EP3250686A1 (en) | 2015-01-30 | 2017-12-06 | Evolva SA | Production of steviol glycosides in recombinant hosts |
| WO2016146711A1 (en) | 2015-03-16 | 2016-09-22 | Dsm Ip Assets B.V. | Udp-glycosyltransferases |
| CN104845990A (zh) | 2015-06-11 | 2015-08-19 | 山东大学 | 拟南芥糖基转移酶基因ugt73c7在提高植物抗病性中的应用 |
| MX2018001620A (es) | 2015-08-07 | 2018-06-11 | Evolva Sa | Produccion de glucosidos de esteviol en hospedadores recombinantes. |
| EP3458599A1 (en) | 2016-05-16 | 2019-03-27 | Evolva SA | Production of steviol glycosides in recombinant hosts |
| WO2018083338A1 (en) | 2016-11-07 | 2018-05-11 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| US10805514B2 (en) | 2017-05-25 | 2020-10-13 | Eys3D Microelectronics, Co. | Image processor and related image system |
-
2015
- 2015-09-09 CA CA2960693A patent/CA2960693A1/en active Pending
- 2015-09-09 KR KR1020177009568A patent/KR20170052647A/ko not_active Withdrawn
- 2015-09-09 BR BR112017004712-8A patent/BR112017004712B1/pt active IP Right Grant
- 2015-09-09 EP EP25162762.6A patent/EP4592304A3/en active Pending
- 2015-09-09 MX MX2017003130A patent/MX2017003130A/es unknown
- 2015-09-09 SG SG10201901957SA patent/SG10201901957SA/en unknown
- 2015-09-09 MY MYPI2017000360A patent/MY191735A/en unknown
- 2015-09-09 SG SG11201701677UA patent/SG11201701677UA/en unknown
- 2015-09-09 AU AU2015314251A patent/AU2015314251A1/en not_active Abandoned
- 2015-09-09 WO PCT/EP2015/070620 patent/WO2016038095A2/en not_active Ceased
- 2015-09-09 EP EP15762581.5A patent/EP3190905B1/en active Active
- 2015-09-09 CN CN201580057228.7A patent/CN107109358B/zh active Active
- 2015-09-09 US US15/506,196 patent/US10612064B2/en active Active
- 2015-09-09 JP JP2017513196A patent/JP2017528134A/ja active Pending
-
2020
- 2020-02-07 AU AU2020200887A patent/AU2020200887B2/en active Active
- 2020-02-26 US US16/801,200 patent/US11466302B2/en active Active
-
2022
- 2022-08-30 US US17/899,069 patent/US12123042B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| SG11201701677UA (en) | 2017-04-27 |
| AU2024200962A1 (en) | 2024-03-07 |
| CN107109358B (zh) | 2022-08-02 |
| US20200392552A1 (en) | 2020-12-17 |
| US12123042B2 (en) | 2024-10-22 |
| WO2016038095A2 (en) | 2016-03-17 |
| CN107109358A (zh) | 2017-08-29 |
| MY191735A (en) | 2022-07-13 |
| MX2017003130A (es) | 2017-10-24 |
| US10612064B2 (en) | 2020-04-07 |
| BR112017004712A2 (pt) | 2017-12-05 |
| BR112017004712B1 (pt) | 2021-11-03 |
| US20170240942A1 (en) | 2017-08-24 |
| JP2017528134A (ja) | 2017-09-28 |
| CA2960693A1 (en) | 2016-03-17 |
| WO2016038095A3 (en) | 2016-05-12 |
| US11466302B2 (en) | 2022-10-11 |
| AU2020200887B2 (en) | 2023-11-16 |
| US20230212630A1 (en) | 2023-07-06 |
| EP4592304A3 (en) | 2025-11-05 |
| EP3190905A2 (en) | 2017-07-19 |
| KR20170052647A (ko) | 2017-05-12 |
| SG10201901957SA (en) | 2019-04-29 |
| AU2020200887A1 (en) | 2020-02-27 |
| EP4592304A2 (en) | 2025-07-30 |
| EP3190905B1 (en) | 2025-03-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US12123042B2 (en) | Production of steviol glycosides in recombinant hosts | |
| US11807888B2 (en) | Production of steviol glycoside in recombinant hosts | |
| US20220195477A1 (en) | Production of steviol glycosides in recombinant hosts | |
| US20210155966A1 (en) | Production of steviol glycosides in recombinant hosts | |
| US20210403970A1 (en) | Production of Steviol Glycosides in Recombinant Hosts | |
| US11396669B2 (en) | Production of steviol glycosides in recombinant hosts | |
| CA3023399A1 (en) | Production of steviol glycosides in recombinant hosts | |
| US20190048356A1 (en) | Production of steviol glycosides in recombinant hosts | |
| AU2024200962B2 (en) | Production of steviol glycosides in recombinant hosts |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK5 | Application lapsed section 142(2)(e) - patent request and compl. specification not accepted |