ES2750373T3 - Un edulcorante no calórico - Google Patents
Un edulcorante no calórico Download PDFInfo
- Publication number
- ES2750373T3 ES2750373T3 ES15789509T ES15789509T ES2750373T3 ES 2750373 T3 ES2750373 T3 ES 2750373T3 ES 15789509 T ES15789509 T ES 15789509T ES 15789509 T ES15789509 T ES 15789509T ES 2750373 T3 ES2750373 T3 ES 2750373T3
- Authority
- ES
- Spain
- Prior art keywords
- rebaudioside
- ppm
- udp
- glucosyltransferase
- sucrose
- 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.)
- Active
Links
- 235000013615 non-nutritive sweetener Nutrition 0.000 title description 18
- 229930188195 rebaudioside Natural products 0.000 claims abstract description 157
- 239000000047 product Substances 0.000 claims description 139
- 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 87
- 235000019202 steviosides Nutrition 0.000 claims description 73
- 101710204244 Processive diacylglycerol beta-glucosyltransferase Proteins 0.000 claims description 65
- 238000000034 method Methods 0.000 claims description 55
- 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 54
- 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 53
- 229930006000 Sucrose Natural products 0.000 claims description 53
- 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 description 53
- 239000008103 glucose Substances 0.000 claims description 51
- 235000003599 food sweetener Nutrition 0.000 claims description 50
- 239000005720 sucrose Substances 0.000 claims description 50
- 239000003765 sweetening agent Substances 0.000 claims description 50
- 102000004190 Enzymes Human genes 0.000 claims description 49
- 108090000790 Enzymes Proteins 0.000 claims description 49
- 108010043934 Sucrose synthase Proteins 0.000 claims description 48
- 235000013361 beverage Nutrition 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 44
- 230000004927 fusion Effects 0.000 claims description 41
- 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 40
- 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 40
- 229940013618 stevioside Drugs 0.000 claims description 40
- 108090000623 proteins and genes Proteins 0.000 claims description 39
- 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 38
- 150000001875 compounds Chemical class 0.000 claims description 36
- 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 description 33
- 239000004383 Steviol glycoside Substances 0.000 claims description 33
- 150000007523 nucleic acids Chemical group 0.000 claims description 33
- 235000019411 steviol glycoside Nutrition 0.000 claims description 33
- 229930182488 steviol glycoside Natural products 0.000 claims description 33
- 150000008144 steviol glycosides Chemical class 0.000 claims description 32
- -1 AceK Chemical compound 0.000 claims description 30
- 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 description 30
- 239000011541 reaction mixture Substances 0.000 claims description 30
- 239000001512 FEMA 4601 Substances 0.000 claims description 29
- 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 29
- 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 description 29
- 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 29
- 235000019203 rebaudioside A Nutrition 0.000 claims description 29
- 150000001413 amino acids Chemical group 0.000 claims description 26
- 239000004615 ingredient Substances 0.000 claims description 26
- 235000000346 sugar Nutrition 0.000 claims description 26
- 238000005859 coupling reaction Methods 0.000 claims description 24
- 102000004169 proteins and genes Human genes 0.000 claims description 24
- 229940024606 amino acid Drugs 0.000 claims description 23
- 230000008878 coupling Effects 0.000 claims description 23
- 238000010168 coupling process Methods 0.000 claims description 23
- 235000013305 food Nutrition 0.000 claims description 23
- HSCJRCZFDFQWRP-JZMIEXBBSA-N UDP-alpha-D-glucose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)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 HSCJRCZFDFQWRP-JZMIEXBBSA-N 0.000 claims description 22
- HSCJRCZFDFQWRP-UHFFFAOYSA-N Uridindiphosphoglukose Natural products OC1C(O)C(O)C(CO)OC1OP(O)(=O)OP(O)(=O)OCC1C(O)C(O)C(N2C(NC(=O)C=C2)=O)O1 HSCJRCZFDFQWRP-UHFFFAOYSA-N 0.000 claims description 22
- 125000003729 nucleotide group Chemical group 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 21
- 108091028043 Nucleic acid sequence Proteins 0.000 claims description 20
- 239000002773 nucleotide Substances 0.000 claims description 20
- 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 18
- 239000000758 substrate Substances 0.000 claims description 15
- 244000228451 Stevia rebaudiana Species 0.000 claims description 13
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 12
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 11
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 11
- 241000219194 Arabidopsis Species 0.000 claims description 10
- 239000001329 FEMA 3811 Substances 0.000 claims description 10
- ITVGXXMINPYUHD-CUVHLRMHSA-N neohesperidin dihydrochalcone Chemical compound C1=C(O)C(OC)=CC=C1CCC(=O)C(C(=C1)O)=C(O)C=C1O[C@H]1[C@H](O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 ITVGXXMINPYUHD-CUVHLRMHSA-N 0.000 claims description 10
- 229940089953 neohesperidin dihydrochalcone Drugs 0.000 claims description 10
- 235000010434 neohesperidine DC Nutrition 0.000 claims description 10
- 239000001776 FEMA 4720 Substances 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 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 8
- 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 8
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 239000000654 additive Substances 0.000 claims description 8
- 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 description 7
- 239000000284 extract Substances 0.000 claims description 7
- 239000002417 nutraceutical Substances 0.000 claims description 7
- 235000021436 nutraceutical agent Nutrition 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 7
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 6
- 239000004386 Erythritol Substances 0.000 claims description 6
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
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- 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 description 6
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 6
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- 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 6
- 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 6
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 6
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- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims description 6
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- 239000001606 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one Substances 0.000 claims description 5
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
-
- 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.)
- C12N9/1048—Glycosyltransferases (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
- C12N9/10—Transferases (2.)
- C12N9/1048—Glycosyltransferases (2.4)
- C12N9/1051—Hexosyltransferases (2.4.1)
-
- 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.)
- C12N9/1048—Glycosyltransferases (2.4)
- C12N9/1051—Hexosyltransferases (2.4.1)
- C12N9/1062—Sucrose synthase (2.4.1.13)
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K2319/00—Fusion polypeptide
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/01—Hexosyltransferases (2.4.1)
- C12Y204/01013—Sucrose synthase (2.4.1.13)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/01—Hexosyltransferases (2.4.1)
- C12Y204/01017—Glucuronosyltransferase (2.4.1.17)
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Seasonings (AREA)
- Enzymes And Modification Thereof (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14/269,435 US9522929B2 (en) | 2014-05-05 | 2014-05-05 | Non-caloric sweetener |
| PCT/US2015/029163 WO2015171555A1 (en) | 2014-05-05 | 2015-05-05 | A non-caloric sweetener |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2750373T3 true ES2750373T3 (es) | 2020-03-25 |
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| ES15789509T Active ES2750373T3 (es) | 2014-05-05 | 2015-05-05 | Un edulcorante no calórico |
Country Status (16)
| Country | Link |
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| EP (3) | EP3418288B1 (enExample) |
| JP (1) | JP6641357B2 (enExample) |
| KR (1) | KR102378988B1 (enExample) |
| CN (1) | CN106536536B (enExample) |
| AR (1) | AR100277A1 (enExample) |
| AU (1) | AU2015256232B2 (enExample) |
| BR (1) | BR112016025147B1 (enExample) |
| CA (1) | CA2982075A1 (enExample) |
| DK (1) | DK3140314T3 (enExample) |
| ES (1) | ES2750373T3 (enExample) |
| HU (1) | HUE045937T2 (enExample) |
| MX (1) | MX367883B (enExample) |
| NZ (1) | NZ725866A (enExample) |
| WO (1) | WO2015171555A1 (enExample) |
| ZA (1) | ZA201607592B (enExample) |
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| WO2016049315A1 (en) | 2014-09-26 | 2016-03-31 | Purecircle Usa Inc. | Stevia composition, production method and uses |
| US9752174B2 (en) | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| US9522929B2 (en) | 2014-05-05 | 2016-12-20 | Conagen Inc. | Non-caloric sweetener |
| MX389746B (es) | 2014-09-19 | 2025-03-20 | Purecircle Sdn Bhd | Esteviol glicosidos de alta pureza. |
| CN106714578B (zh) * | 2014-10-03 | 2020-07-28 | 康纳根有限公司 | 无热量甜味剂及合成方法 |
| CN107249356B (zh) | 2014-12-17 | 2021-08-06 | 嘉吉公司 | 用于口服摄入或使用的甜菊醇糖苷化合物、组合物以及用于增强甜菊醇糖苷溶解度的方法 |
| EP3718417B1 (en) | 2015-04-03 | 2025-09-03 | DSM IP Assets B.V. | Steviol glycosides |
| US10752928B2 (en) | 2015-04-14 | 2020-08-25 | Conagen Inc. | Production of non-caloric sweeteners using engineered whole-cell catalysts |
| US10494397B2 (en) * | 2016-07-15 | 2019-12-03 | Pepsico, Inc. | Rebaudioside analogs |
| BR112019007504B1 (pt) | 2016-10-14 | 2023-05-09 | Conagen Inc | Método de preparação de uma composição de glicosídeo de esteviol |
| CN116574775A (zh) | 2016-10-21 | 2023-08-11 | 百事可乐公司 | 一种酶法制备瑞鲍迪甙j的方法 |
| WO2018072213A1 (zh) | 2016-10-21 | 2018-04-26 | 苏州汉酶生物技术有限公司 | 一种酶法制备瑞鲍迪甙n的方法 |
| WO2018093196A1 (ko) * | 2016-11-17 | 2018-05-24 | 서울대학교산학협력단 | 변형 류코노스톡속 균주를 이용한 스테비오사이드 배당체의 합성 방법 및 이에 의하여 제조된 신규한 스테비오사이드 배당체 |
| KR101997597B1 (ko) * | 2016-11-17 | 2019-07-08 | 서울대학교산학협력단 | 변형 류코노스톡속 균주를 이용한 스테비오사이드 배당체의 합성 방법 및 이에 의하여 제조된 신규한 스테비오사이드 배당체 |
| US20180223264A1 (en) | 2017-02-03 | 2018-08-09 | Codexis, Inc. | Engineered glycosyltransferases and steviol glycoside glucosylation methods |
| CN110381751B (zh) * | 2017-03-06 | 2023-09-05 | 科纳根公司 | 莱鲍迪苷e生物合成产生甜菊醇糖苷莱鲍迪苷d4 |
| KR102792406B1 (ko) | 2017-06-30 | 2025-04-08 | 코나겐 인크. | 베타-글루코시다제에 의한 스테비올 글리코시드의 가수분해 |
| CN109423486B (zh) * | 2017-08-29 | 2022-02-25 | 中国科学院分子植物科学卓越创新中心 | 新型udp-糖基转移酶及其应用 |
| CN107446874B (zh) * | 2017-09-25 | 2020-07-28 | 四川盈嘉合生科技有限公司 | 重组大肠杆菌及其在合成莱鲍迪苷d中的用途 |
| WO2019178116A1 (en) | 2018-03-12 | 2019-09-19 | Conagen Inc. | Biosynthetic production of steviol glycosides rebaudioside j and rebaudioside n |
| WO2019100676A1 (zh) * | 2018-05-25 | 2019-05-31 | 邦泰生物工程(深圳)有限公司 | 一种酶改质甜菊糖的制备方法和制备用酶及应用 |
| BR112021001661A8 (pt) | 2018-07-30 | 2022-08-09 | Codexis Inc | Glicosiltransferase modificada, polinucleotídeo modificado, vetor, célula hospedeira, métodos para produzir pelo menos uma glicosiltransferase modificada, para produzir pelo menos uma variante de sacarose sintase, para glicosilação de um substrato, para produzir rebaudiosídeo m, rebaudiosídeo a e/ou rebaudiosídeo i e rebaudiosídeo d, composição, sacarose sintase modificada, pelo menos um rebaudiosídeo, rebaudiosídeo m, rebaudiosídeo a, rebaudiosídeo i, e, rebaudiosídeo d. |
| WO2020064788A1 (en) * | 2018-09-29 | 2020-04-02 | Firmenich Sa | Terpene glycoside derivatives and uses thereof |
| CN111344399B (zh) * | 2018-11-16 | 2023-03-03 | 邦泰生物工程(深圳)有限公司 | 一种udp-葡萄糖基转移酶突变体、其应用及其制备莱鲍迪苷d的方法 |
| WO2020123877A1 (en) * | 2018-12-12 | 2020-06-18 | Conagen Inc. | Biosynthetic production of variant steviol glycosides |
| CN109750072B (zh) * | 2019-01-31 | 2022-04-19 | 南京工业大学 | 一种酶法制备莱鲍迪苷e的方法 |
| CA3131818A1 (en) * | 2019-03-29 | 2020-10-08 | Guohong MAO | Biosynthetic production of udp-rhamnose |
| CN110878288B (zh) * | 2019-12-09 | 2020-12-29 | 安徽农业大学 | 多肽、核酸及其在合成橙花叔醇糖苷上的应用 |
| CN111378630A (zh) * | 2020-04-09 | 2020-07-07 | 北京农学院 | 一种融合蛋白及其高效表达方法与应用 |
| CN114045273B (zh) * | 2021-11-15 | 2022-07-22 | 四川大学 | 糖基转移酶OsUGT91C1突变体及其应用 |
| JP2025500510A (ja) * | 2021-12-24 | 2025-01-09 | サムヤン コーポレイション | 糖転移酵素変異体、およびこれを利用したステビオール配糖体の製造方法 |
| WO2023183832A1 (en) | 2022-03-23 | 2023-09-28 | Sweegen, Inc. | Sweetener comprising rebaudiose m and brazzein |
| CN115433702A (zh) * | 2022-08-23 | 2022-12-06 | 江南大学 | 一种利用糖基转移酶高效生物合成莱鲍迪苷d2的方法 |
| CN117070487B (zh) * | 2023-03-27 | 2024-12-24 | 浙江大学 | 茶树芦丁:尿苷二磷酸葡萄糖基转移酶基因及其应用 |
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| JPH04149191A (ja) * | 1990-10-09 | 1992-05-22 | Nakano Vinegar Co Ltd | ステビオサイド糖転移化合物及びその製造方法 |
| AU2001289843A1 (en) | 2001-08-28 | 2002-02-13 | Bayer Cropscience Ag | Polypeptides for identifying herbicidally active compounds |
| US20090183270A1 (en) | 2002-10-02 | 2009-07-16 | Adams Thomas R | Transgenic plants with enhanced agronomic traits |
| US20080148432A1 (en) | 2005-12-21 | 2008-06-19 | Mark Scott Abad | Transgenic plants with enhanced agronomic traits |
| US9107436B2 (en) | 2011-02-17 | 2015-08-18 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US8524785B2 (en) | 2009-09-04 | 2013-09-03 | International Flavors And Fragrances Inc. | Methods for using rebaudioside C as a flavor enhancer |
| MX2012002749A (es) | 2009-09-04 | 2012-07-04 | Redpoint Bio Corp | Aumentadores de dulzura incluyendo rebaudiosido a o d. |
| CA2789102A1 (en) | 2010-02-08 | 2011-08-11 | The Coca-Cola Company | Solubility enhanced terpene glycoside(s) |
| US9795156B2 (en) | 2011-03-17 | 2017-10-24 | E.P.C (Beijing) Plant Pharmaceutical Technology Co., Ltd | Rebaudioside B and derivatives |
| KR20200057799A (ko) | 2011-08-08 | 2020-05-26 | 에볼바 에스아 | 스테비올 글리코시드의 재조합 생산 |
| US20150004298A1 (en) | 2011-12-20 | 2015-01-01 | Cargill, Incorporated | Low level blend of monatin and rebaudioside a |
| FR2984742A1 (fr) | 2011-12-23 | 2013-06-28 | Oreal | Utilisation de steviol, d'un derive glycoside du steviol, ou d'un de leurs isomeres, pour prevenir, reduire et/ou traiter une alteration du teint de la peau. |
| FR2984743B1 (fr) | 2011-12-23 | 2014-08-22 | Oreal | Utilisation cosmetique du steviol, d'un derive glycoside du steviol, ou un de leurs isomeres pour stimuler, restaurer ou reguler le metabolisme des cellules de la peau et des semi-muqueuses. |
| AU2013211605B2 (en) | 2012-01-23 | 2017-04-06 | Dsm Ip Assets B.V. | Diterpene production |
| 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 |
| US9752174B2 (en) | 2013-05-28 | 2017-09-05 | Purecircle Sdn Bhd | High-purity steviol glycosides |
| MX352678B (es) | 2012-05-22 | 2017-12-04 | Purecircle Sdn Bhd | Glucosidos de esteviol de alta pureza. |
| CN107453917B (zh) | 2012-07-18 | 2020-07-14 | 华为技术有限公司 | 一种数据连接管理的方法、装置及系统 |
| CN103570723B (zh) | 2012-07-27 | 2016-07-13 | 广西梧州制药（集团）股份有限公司 | 吡唑并嘧啶衍生物及其制备方法和在药物制备中的用途 |
| CN102766667B (zh) * | 2012-08-14 | 2014-06-11 | 成都南诺格生物科技有限责任公司 | 甜菊苷转化为莱鲍迪苷e的方法 |
| CA2899276C (en) * | 2013-02-06 | 2022-11-01 | Evolva Sa | Methods for improved production of rebaudioside d and rebaudioside m |
| KR101404728B1 (ko) | 2013-02-28 | 2014-06-09 | 씨제이제일제당 (주) | 스테비오사이드로부터 리바우디오사이드 a를 제조하는 방법 |
| 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 |
| ES2709439T3 (es) | 2013-11-01 | 2019-04-16 | Conagen Inc | Producción recombinante de glucósidos de esteviol |
| US9522929B2 (en) | 2014-05-05 | 2016-12-20 | Conagen Inc. | Non-caloric sweetener |
| CN104232496B (zh) | 2014-09-18 | 2017-06-06 | 广州康琳奈生物科技有限公司 | 一种重组毕赤酵母工程菌及其在合成莱鲍迪苷a中的应用 |
| CN106714578B (zh) | 2014-10-03 | 2020-07-28 | 康纳根有限公司 | 无热量甜味剂及合成方法 |
| US10752928B2 (en) | 2015-04-14 | 2020-08-25 | Conagen Inc. | Production of non-caloric sweeteners using engineered whole-cell catalysts |
| WO2017122227A1 (en) | 2016-01-13 | 2017-07-20 | Shri Amm Murugappa Chettiar Research Centre (Mcrc) | Mrsa and vrsa resistant textile materials |
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2014
- 2014-05-05 US US14/269,435 patent/US9522929B2/en active Active
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2015
- 2015-05-05 ES ES15789509T patent/ES2750373T3/es active Active
- 2015-05-05 WO PCT/US2015/029163 patent/WO2015171555A1/en not_active Ceased
- 2015-05-05 CA CA2982075A patent/CA2982075A1/en active Pending
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- 2015-05-05 AR ARP150101348A patent/AR100277A1/es unknown
- 2015-05-05 CN CN201580035507.3A patent/CN106536536B/zh active Active
- 2015-05-05 MX MX2016014506A patent/MX367883B/es active IP Right Grant
- 2015-05-05 EP EP18187127.8A patent/EP3418288B1/en active Active
- 2015-05-05 DK DK15789509.5T patent/DK3140314T3/da active
- 2015-05-05 HU HUE15789509A patent/HUE045937T2/hu unknown
- 2015-05-05 NZ NZ725866A patent/NZ725866A/en unknown
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- 2015-05-05 EP EP15789509.5A patent/EP3140314B1/en active Active
- 2015-05-05 KR KR1020167033558A patent/KR102378988B1/ko active Active
- 2015-05-05 EP EP22151239.5A patent/EP4023660A1/en active Pending
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2016
- 2016-02-05 US US15/016,725 patent/US9765104B2/en active Active
- 2016-02-05 US US15/016,589 patent/US9527880B2/en active Active
- 2016-02-05 US US15/016,750 patent/US10138263B2/en active Active
- 2016-11-03 ZA ZA2016/07592A patent/ZA201607592B/en unknown
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2017
- 2017-09-12 US US15/701,613 patent/US10654881B2/en active Active
- 2017-09-12 US US15/701,599 patent/US10597418B2/en active Active
- 2017-09-29 US US15/719,669 patent/US9988414B2/en active Active
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2018
- 2018-04-30 US US15/966,224 patent/US10450339B2/en active Active
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2020
- 2020-04-10 US US16/846,116 patent/US10941174B2/en active Active
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