JP2017529860A5 - - Google Patents
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- JP2017529860A5 JP2017529860A5 JP2017517783A JP2017517783A JP2017529860A5 JP 2017529860 A5 JP2017529860 A5 JP 2017529860A5 JP 2017517783 A JP2017517783 A JP 2017517783A JP 2017517783 A JP2017517783 A JP 2017517783A JP 2017529860 A5 JP2017529860 A5 JP 2017529860A5
- Authority
- JP
- Japan
- Prior art keywords
- mogroside
- polypeptide
- precursor
- acid sequence
- seq
- 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.)
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- 229930189775 mogroside Natural products 0.000 claims 170
- 108090000765 processed proteins & peptides Proteins 0.000 claims 151
- 102000004196 processed proteins & peptides Human genes 0.000 claims 144
- 229920001184 polypeptide Polymers 0.000 claims 143
- 239000002243 precursor Substances 0.000 claims 94
- 150000001875 compounds Chemical class 0.000 claims 65
- 150000001413 amino acids Chemical group 0.000 claims 64
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 48
- 239000008103 glucose Substances 0.000 claims 46
- JLYBBRAAICDTIS-AYEHCKLZSA-N mogrol Chemical compound C([C@H]1[C@]2(C)CC[C@@H]([C@]2(C[C@@H](O)[C@]11C)C)[C@@H](CC[C@@H](O)C(C)(C)O)C)C=C2[C@H]1CC[C@H](O)C2(C)C JLYBBRAAICDTIS-AYEHCKLZSA-N 0.000 claims 44
- 210000004027 cell Anatomy 0.000 claims 40
- JLYBBRAAICDTIS-UHFFFAOYSA-N mogrol Natural products CC12C(O)CC3(C)C(C(CCC(O)C(C)(C)O)C)CCC3(C)C1CC=C1C2CCC(O)C1(C)C JLYBBRAAICDTIS-UHFFFAOYSA-N 0.000 claims 38
- 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 claims 29
- 108090000623 proteins and genes Proteins 0.000 claims 26
- 238000006206 glycosylation reaction Methods 0.000 claims 20
- 230000001279 glycosylating effect Effects 0.000 claims 18
- WSPRAEIJBDUDRX-UHFFFAOYSA-N Euferol Natural products CC12CCC3(C)C(C(CCC=C(C)C)C)CCC3(C)C1CC=C1C2CCC(O)C1(C)C WSPRAEIJBDUDRX-UHFFFAOYSA-N 0.000 claims 15
- WSPRAEIJBDUDRX-FBJXRMALSA-N cucurbitadienol Chemical compound C([C@H]1[C@]2(C)CC[C@@H]([C@]2(CC[C@]11C)C)[C@@H](CCC=C(C)C)C)C=C2[C@H]1CC[C@H](O)C2(C)C WSPRAEIJBDUDRX-FBJXRMALSA-N 0.000 claims 15
- 238000000034 method Methods 0.000 claims 15
- 230000002194 synthesizing effect Effects 0.000 claims 15
- 108091028043 Nucleic acid sequence Proteins 0.000 claims 14
- 238000004113 cell culture Methods 0.000 claims 14
- 150000007523 nucleic acids Chemical group 0.000 claims 14
- BXJMMHFVUAQJBV-WSZKGZBVSA-N 11alpha-hydroxycucurbitadienol Chemical compound C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C BXJMMHFVUAQJBV-WSZKGZBVSA-N 0.000 claims 13
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 claims 13
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims 13
- 229940031439 squalene Drugs 0.000 claims 13
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 claims 13
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 claims 12
- WVXIMWMLKSCVTD-JLRHFDOOSA-N Mogroside II-E Chemical compound O([C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O WVXIMWMLKSCVTD-JLRHFDOOSA-N 0.000 claims 11
- WVXIMWMLKSCVTD-UHFFFAOYSA-N mogroside II E Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(CO)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC1OC(CO)C(O)C(O)C1O WVXIMWMLKSCVTD-UHFFFAOYSA-N 0.000 claims 11
- WRPAFPPCKSYACJ-ZBYJYCAASA-N (2r,3r,4s,5s,6r)-2-[[(2r,3s,4s,5r,6r)-6-[[(3s,8r,9r,10s,11r,13r,14s,17r)-17-[(5r)-5-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydrox Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H](CCC(C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O6)O)O5)O)CC4)(C)C)=CC[C@@H]3[C@]2(C)CC1)C)C(C)(C)O)[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O WRPAFPPCKSYACJ-ZBYJYCAASA-N 0.000 claims 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- OKGRRPCHOJYNKX-UHFFFAOYSA-N mogroside IV A Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)C(CO)O5)O)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC(C(C(O)C1O)O)OC1COC1OC(CO)C(O)C(O)C1O OKGRRPCHOJYNKX-UHFFFAOYSA-N 0.000 claims 9
- QYIMSPSDBYKPPY-RSKUXYSASA-N (S)-2,3-epoxysqualene Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C QYIMSPSDBYKPPY-RSKUXYSASA-N 0.000 claims 8
- QATISCJMIITVAB-UHFFFAOYSA-N 2-[[17-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydro Chemical compound C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(CO)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O QATISCJMIITVAB-UHFFFAOYSA-N 0.000 claims 6
- 241001409321 Siraitia grosvenorii Species 0.000 claims 6
- 241000196324 Embryophyta Species 0.000 claims 5
- 229930191869 mogroside IV Natural products 0.000 claims 5
- WRPAFPPCKSYACJ-UHFFFAOYSA-N mogroside IV E Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)C(CO)O5)O)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O WRPAFPPCKSYACJ-UHFFFAOYSA-N 0.000 claims 5
- 102000002004 Cytochrome P-450 Enzyme System Human genes 0.000 claims 4
- 108010015742 Cytochrome P-450 Enzyme System Proteins 0.000 claims 4
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims 4
- XCCTYIAWTASOJW-XVFCMESISA-N Uridine-5'-Diphosphate Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]1N1C(=O)NC(=O)C=C1 XCCTYIAWTASOJW-XVFCMESISA-N 0.000 claims 4
- 230000013595 glycosylation Effects 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 229930190082 siamenoside Natural products 0.000 claims 4
- GHBNZZJYBXQAHG-KUVSNLSMSA-N (2r,3r,4s,5s,6r)-2-[[(2r,3s,4s,5r,6r)-6-[[(3s,8s,9r,10r,11r,13r,14s,17r)-17-[(2r,5r)-5-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O6)O)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GHBNZZJYBXQAHG-KUVSNLSMSA-N 0.000 claims 3
- KYVIPFHNYCKOMQ-YMRJDYICSA-N (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(3r,6r)-2-hydroxy-6-[(3s,8s,9r,10r,11r,13r,14s,17r)-11-hydroxy-4,4,9,13,14-pentamethyl-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,1 Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O KYVIPFHNYCKOMQ-YMRJDYICSA-N 0.000 claims 3
- SLAWMGMTBGDBFT-UMIXZHIDSA-N Mogroside II-A2 Chemical compound C[C@H](CC[C@@H](O)C(C)(C)O)C1CC[C@@]2(C)C3CC=C4C(CC[C@H](OC5O[C@H](CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C SLAWMGMTBGDBFT-UMIXZHIDSA-N 0.000 claims 3
- KYVIPFHNYCKOMQ-UHFFFAOYSA-N Mogroside III Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(CO)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC(C(C(O)C1O)O)OC1COC1OC(CO)C(O)C(O)C1O KYVIPFHNYCKOMQ-UHFFFAOYSA-N 0.000 claims 3
- 239000013592 cell lysate Substances 0.000 claims 3
- 235000003599 food sweetener Nutrition 0.000 claims 3
- 230000004927 fusion Effects 0.000 claims 3
- TVJXHJAWHUMLLG-UHFFFAOYSA-N mogroside V Natural products CC(CCC(OC1OC(COC2OC(CO)C(O)C(O)C2OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C1O)C(C)(C)O)C4CCC5(C)C6CC=C7C(CCC(OC8OC(COC9OC(CO)C(O)C(O)C9O)C(O)C(O)C8O)C7(C)C)C6(C)C(O)CC45C TVJXHJAWHUMLLG-UHFFFAOYSA-N 0.000 claims 3
- 239000003765 sweetening agent Substances 0.000 claims 3
- KABSNIWLJXCBGG-TXLDAEQNSA-N 3-[(3e,7e,11e,15e)-18-(3,3-dimethyloxiran-2-yl)-3,7,12,16-tetramethyloctadeca-3,7,11,15-tetraenyl]-2,2-dimethyloxirane Chemical compound O1C(C)(C)C1CCC(/C)=C/CCC(/C)=C/CC\C=C(/C)CC\C=C(/C)CCC1OC1(C)C KABSNIWLJXCBGG-TXLDAEQNSA-N 0.000 claims 2
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims 2
- 101150107463 ERG7 gene Proteins 0.000 claims 2
- 239000004593 Epoxy Substances 0.000 claims 2
- 229930091371 Fructose Natural products 0.000 claims 2
- 239000005715 Fructose Substances 0.000 claims 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 2
- 102000005720 Glutathione transferase Human genes 0.000 claims 2
- 108010070675 Glutathione transferase Proteins 0.000 claims 2
- 108010043121 Green Fluorescent Proteins Proteins 0.000 claims 2
- 102000004144 Green Fluorescent Proteins Human genes 0.000 claims 2
- 101710154606 Hemagglutinin Proteins 0.000 claims 2
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 claims 2
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims 2
- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 2
- 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 claims 2
- 101710093908 Outer capsid protein VP4 Proteins 0.000 claims 2
- 101710135467 Outer capsid protein sigma-1 Proteins 0.000 claims 2
- 101710176177 Protein A56 Proteins 0.000 claims 2
- 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 claims 2
- 229930006000 Sucrose Natural products 0.000 claims 2
- DQQDLYVHOTZLOR-OCIMBMBZSA-N UDP-alpha-D-xylose Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C(NC(=O)C=C1)=O)O)O)OP(O)(=O)OP(O)(=O)O[C@H]1OC[C@@H](O)[C@H](O)[C@H]1O DQQDLYVHOTZLOR-OCIMBMBZSA-N 0.000 claims 2
- DQQDLYVHOTZLOR-UHFFFAOYSA-N UDP-alpha-D-xylose Natural products O1C(N2C(NC(=O)C=C2)=O)C(O)C(O)C1COP(O)(=O)OP(O)(=O)OC1OCC(O)C(O)C1O DQQDLYVHOTZLOR-UHFFFAOYSA-N 0.000 claims 2
- DRDCJEIZVLVWNC-SLBWPEPYSA-N UDP-beta-L-rhamnose Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(NC(=O)C=C2)=O)O1 DRDCJEIZVLVWNC-SLBWPEPYSA-N 0.000 claims 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 2
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- 241000238631 Hexapoda Species 0.000 claims 1
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- 229920002704 polyhistidine Polymers 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 238000004366 reverse phase liquid chromatography Methods 0.000 claims 1
- 230000028327 secretion Effects 0.000 claims 1
- XJIPREFALCDWRQ-UHFFFAOYSA-N siamenoside I Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(CO)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC(C(C(O)C1O)OC2C(C(O)C(O)C(CO)O2)O)OC1COC1OC(CO)C(O)C(O)C1O XJIPREFALCDWRQ-UHFFFAOYSA-N 0.000 claims 1
- 239000007790 solid phase Substances 0.000 claims 1
- 238000001179 sorption measurement Methods 0.000 claims 1
- YYGNTYWPHWGJRM-AAJYLUCBSA-N squalene group Chemical group CC(C)=CCC\C(\C)=C\CC\C(\C)=C\CC\C=C(/C)\CC\C=C(/C)\CCC=C(C)C YYGNTYWPHWGJRM-AAJYLUCBSA-N 0.000 claims 1
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| CN105801658B (zh) * | 2014-12-30 | 2019-03-19 | 北京农学院 | 甜甙及其类似物的制备及作为stat3、erk信号通路靶位点药物在抗肿瘤中的应用 |
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| WO2018083338A1 (en) | 2016-11-07 | 2018-05-11 | Evolva Sa | Production of steviol glycosides in recombinant hosts |
| US11060124B2 (en) * | 2017-05-03 | 2021-07-13 | Firmenich Incorporated | Methods for making high intensity sweeteners |
| EP3638804A1 (en) | 2017-06-15 | 2020-04-22 | Evolva SA | Production of mogroside compounds in recombinant hosts |
| CN109402163A (zh) * | 2018-09-26 | 2019-03-01 | 怀化兴科创生物技术有限公司 | 新的罗汉果角鲨烯环氧酶基因（Sgsqe）的应用 |
| CN109439676A (zh) * | 2018-09-26 | 2019-03-08 | 怀化兴科创生物技术有限公司 | 罗汉果环氧化物水解酶Sgeph5基因的应用 |
| JP2022512931A (ja) * | 2018-11-07 | 2022-02-07 | フィルメニッヒ インコーポレイテッド | 高甘味度甘味料の製造方法 |
| CA3118467A1 (en) * | 2018-11-07 | 2020-05-14 | Firmenich Incorporated | Methods for making high intensity sweeteners |
| EP3877519B1 (en) * | 2018-11-09 | 2026-03-11 | Ginkgo Bioworks, Inc. | Biosynthesis of mogrosides |
| CN110066785B (zh) * | 2019-01-30 | 2021-01-26 | 中国医学科学院药用植物研究所 | 一种罗汉果葫芦二烯醇合酶突变体及其构建方法和应用 |
| CN110357936B (zh) * | 2019-07-16 | 2020-10-16 | 湖南华诚生物资源股份有限公司 | 半合成罗汉果甜苷v的方法 |
| TWI711385B (zh) * | 2019-09-26 | 2020-12-01 | 國立臺灣大學 | 將羅漢果皂苷萃取物生物轉化為賽門苷ｉ之方法 |
| CA3158430A1 (en) * | 2019-10-25 | 2021-04-29 | Ginkgo Bioworks, Inc. | Biosynthesis of mogrosides |
| WO2021126960A1 (en) * | 2019-12-16 | 2021-06-24 | Manus Bio, Inc. | Microbial production of mogrol and mogrosides |
| MX2022011627A (es) * | 2020-03-17 | 2022-12-15 | Coca Cola Co | Nuevo sistema y métodos de producción de mogrósidos. |
| CA3191387A1 (en) | 2020-09-30 | 2022-04-07 | Nobell Foods, Inc. | Recombinant milk proteins and food compositions comprising the same |
| US10947552B1 (en) | 2020-09-30 | 2021-03-16 | Alpine Roads, Inc. | Recombinant fusion proteins for producing milk proteins in plants |
| US10894812B1 (en) | 2020-09-30 | 2021-01-19 | Alpine Roads, Inc. | Recombinant milk proteins |
| KR20240005708A (ko) * | 2021-04-02 | 2024-01-12 | 징코 바이오웍스, 인크. | 이소프레노이드 및 그의 전구체의 생합성 |
| EP4314272A1 (en) * | 2021-04-02 | 2024-02-07 | Ginkgo Bioworks, Inc. | Biosynthesis of mogrosides |
| CN113388590B (zh) * | 2021-06-07 | 2022-02-25 | 山西农业大学 | 一种细胞色素P450s的突变体 |
| WO2023278976A2 (en) | 2021-06-29 | 2023-01-05 | Firmenich Incorporated | Methods for making high intensity sweeteners |
| CN114854722B (zh) * | 2022-05-11 | 2024-01-09 | 成都普睿法药物研发有限公司 | 一种季也蒙念珠菌外切β-1,3-葡聚糖酶及其突变体及应用 |
| NL2032683B1 (en) * | 2022-07-18 | 2024-01-26 | Sestina Bio Llc | Bioproduction of isoprenoids |
| US20240229055A9 (en) * | 2022-09-19 | 2024-07-11 | Elo Life Systems | Mogroside compositions and methods of producing same |
| CN115896136B (zh) * | 2022-12-22 | 2025-12-16 | 云南农业大学 | 与葫芦二烯醇羟化相关的细胞色素p450基因及其编码产物 |
| WO2024218244A1 (en) | 2023-04-20 | 2024-10-24 | Dsm Ip Assets B.V. | Strains and methods for the production of mogrosides |
| CN117417949B (zh) * | 2023-10-19 | 2024-12-20 | 云南农业大学 | 雪胆细胞色素氧化酶HcCYP81Q58转基因酵母工程菌及其应用 |
| WO2025144795A1 (en) | 2023-12-28 | 2025-07-03 | Dsm Ip Assets B.V. | Cells and methods for the production of glycosylated compounds |
| CN117887599A (zh) * | 2024-01-11 | 2024-04-16 | 桂林莱茵合成生物技术有限公司 | 一种从头合成罗汉果甜苷的工程酵母的构建方法 |
| US20250290110A1 (en) * | 2024-03-18 | 2025-09-18 | Elo Life Systems | Mogroside compositions and methods of producing same |
| CN118185998A (zh) * | 2024-04-17 | 2024-06-14 | 上海吉罗恩生物科技有限公司 | 一种表达系统及其使用方法、用途 |
| CN118995457A (zh) * | 2024-08-15 | 2024-11-22 | 北京化工大学 | 生产罗汉果甜苷的酿酒酵母工程菌及其构建方法和应用 |
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| RU2437573C2 (ru) | 2005-11-23 | 2011-12-27 | Дзе Кока-Кола Компани | Композиция интенсивного подсластителя с кальцием и подслащенные ею композиции |
| 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 |
| WO2008062165A2 (en) | 2006-11-22 | 2008-05-29 | The University Of York | Monoterpenoid modifying enzymes |
| US20100132073A1 (en) | 2006-12-01 | 2010-05-27 | The University Of York | Sesquiterpenoid modifying enzymes |
| CA2725175A1 (en) * | 2008-05-23 | 2009-11-26 | Cibus Oils, Llc | Production of squalene using yeast |
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| BR112014012543A2 (pt) * | 2011-11-23 | 2017-06-13 | Evolva Sa | métodos e materiais para síntese enzimática de compostos de mogrosídeo |
| EP2885420B1 (en) | 2012-08-17 | 2018-12-05 | Evolva SA | Increased production of terpenes and terpenoids |
| EP2929043A1 (en) | 2012-12-04 | 2015-10-14 | Evolva SA | Methods and materials for biosynthesis of mogroside compounds |
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