DE394280T1 - Glykosidester und verfahren zur enzymatischen herstellung. - Google Patents
Glykosidester und verfahren zur enzymatischen herstellung.Info
- Publication number
- DE394280T1 DE394280T1 DE0394280T DE88907649T DE394280T1 DE 394280 T1 DE394280 T1 DE 394280T1 DE 0394280 T DE0394280 T DE 0394280T DE 88907649 T DE88907649 T DE 88907649T DE 394280 T1 DE394280 T1 DE 394280T1
- Authority
- DE
- Germany
- Prior art keywords
- cis
- ethyl
- isopropyl
- propyl
- butyl
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims 7
- 230000002255 enzymatic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 15
- 102000004190 Enzymes Human genes 0.000 claims abstract 4
- 108090000790 Enzymes Proteins 0.000 claims abstract 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract 3
- 229930182470 glycoside Natural products 0.000 claims abstract 2
- 150000002338 glycosides Chemical class 0.000 claims abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 14
- 229930182478 glucoside Natural products 0.000 claims 13
- -1 erabinose Chemical compound 0.000 claims 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 3
- 150000001720 carbohydrates Chemical group 0.000 claims 3
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims 3
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims 2
- 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 2
- 108090000604 Hydrolases Proteins 0.000 claims 2
- 102000004157 Hydrolases Human genes 0.000 claims 2
- 108090001060 Lipase Proteins 0.000 claims 2
- 239000004367 Lipase Substances 0.000 claims 2
- 102000004882 Lipase Human genes 0.000 claims 2
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-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
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims 2
- 229930195729 fatty acid Natural products 0.000 claims 2
- 239000000194 fatty acid Substances 0.000 claims 2
- 150000004665 fatty acids Chemical class 0.000 claims 2
- 229930182830 galactose Natural products 0.000 claims 2
- 239000008103 glucose Substances 0.000 claims 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 235000019421 lipase Nutrition 0.000 claims 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 claims 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Chemical group OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 claims 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical group O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims 1
- 235000021357 Behenic acid Nutrition 0.000 claims 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 claims 1
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 claims 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 claims 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims 1
- 108090000371 Esterases Proteins 0.000 claims 1
- 229930091371 Fructose Natural products 0.000 claims 1
- 239000005715 Fructose Substances 0.000 claims 1
- 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 1
- 241000223198 Humicola Species 0.000 claims 1
- AYRXSINWFIIFAE-SCLMCMATSA-N Isomaltose Chemical group OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@@H](O)[C@@H](O)[C@@H]1O AYRXSINWFIIFAE-SCLMCMATSA-N 0.000 claims 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Chemical group 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 claims 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims 1
- 241000235395 Mucor Species 0.000 claims 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 1
- 235000021314 Palmitic acid Nutrition 0.000 claims 1
- 108091005804 Peptidases Proteins 0.000 claims 1
- 239000004365 Protease Substances 0.000 claims 1
- 241000589516 Pseudomonas Species 0.000 claims 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 claims 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 claims 1
- 235000021355 Stearic acid Nutrition 0.000 claims 1
- 229930006000 Sucrose Natural products 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 claims 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims 1
- 229940116226 behenic acid Drugs 0.000 claims 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 claims 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical group OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- KFEVDPWXEVUUMW-UHFFFAOYSA-N docosanoic acid Natural products CCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 KFEVDPWXEVUUMW-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 150000008131 glucosides Chemical class 0.000 claims 1
- 150000002402 hexoses Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- DLRVVLDZNNYCBX-RTPHMHGBSA-N isomaltose Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(O)O1 DLRVVLDZNNYCBX-RTPHMHGBSA-N 0.000 claims 1
- 239000008101 lactose Chemical group 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
- 150000002972 pentoses Chemical group 0.000 claims 1
- 241000894007 species Species 0.000 claims 1
- 239000005720 sucrose Substances 0.000 claims 1
- 125000000185 sucrose group Chemical group 0.000 claims 1
- DTOSIQBPPRVQHS-UHFFFAOYSA-N α-Linolenic acid Chemical compound CCC=CCC=CCC=CCCCCCCCC(O)=O DTOSIQBPPRVQHS-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 125000000837 carbohydrate group Chemical group 0.000 abstract 1
- 239000003599 detergent Substances 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- 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
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
- C12N9/20—Triglyceride splitting, e.g. by means of lipase
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (18)
1. Verbindungen der allgemeinen Formel I
(R-COO)nX-OR1 (I) in der R, n, X und R1 jedes so ist, wie oben definiert.
2. Verbindungen nach Anspruch 1, wobei R eine nicht-substituierte Alkylgruppe ist.
3. Verbindungen nach Anspruch 1 oder 2, wobei R 2, 3 oder 4 Kohlenstoffatome enthält.
4. Verbindungen nach einem der vorangehenden Ansprüche, wobei R Ethyl, Propyl, Isoprc
weise Ethyl oder Isopropyl.
bei R Ethyl, Propyl, Isopropyl oder Butyl ist, vorzugs-
5. Verbindungen nach einem der vorangehenden Ansprüche, wobei &eegr; 1 ist.
6. Verbindungen nach einem der vorangehenden Ansprüche, wobei
X eine Kohlehydrateinheit ist, die nur eine Hexose- oder Pentoseeinheit enthält.
7. Verbindungen nach Anspruch 6, wobei das Kohlehydrat, das
der Einheit X entspricht, Glucose, Fructose, Ribose, Ära- '
binose, Mannose, Galactose und Xylose ist, vorzugsweise Glucose oder Galactose.
8. Verbindungen nach einem der Ansprüche 1-5, wobei das Kohlehydrat,
das der Einheit X entspricht, Saccharose, Maltose, Cellobiose, Lactose oder Isomaltose ist.
9. Verbindungen nach einem der vorangehenden Ansprüche, wobei die Fettsäure, die der Einheit R-COO- entspricht,
6-22 Kohlenstoffatome enthält.
10. Verbindungen nach Anspruch 9, wobei die Fettsäure Hexansäure, Heptansäure, Octansäure, Nonansäure, Decansäure,
Dodecansäure, Tetradecansäure, Hexadecansäure, Octadecansäure, Eicosansäure, Docosansäure, cis-9-Octadecansäure,
cis,cis-9,12-Octadecansäure, eis,eis,cis-9,12,15-Octadecatriensäure
ist.
11. Verbindungen nach Anspruch 1, die Ethyl-6-O-hexanoylglucosid,
Ethyl-6-O-heptanoylglucosid, Ethyl-6-O-octanoylglucosid,
Ethyl-6-O-nonanoylglucosid, Ethyl-6-O-decanoylglucosid,
Ethyl-6-O-dodecanoylglucosid, Ethyl-6-O-tetradecanoylglucosid,
Ethyl-6-O-hexadecanoylglucosid, Ethyl-6-O-octadecanoylglucosid,
Ethyl-6-O-eicosanoylglucosid,
Ethyl-6-O-docosanoylglucosid, Ethyl-6-0-cis-9-octadecanoylglucosid,
Ethyl-6-O-cis,cis-9,12-octadecanoylglucosid,
Ethyl-6-O-cis,eis,cis-9,12,15-octadecatrienoylglucosid,
lsopropyl-6-O-hexanoylglucosid, Isopropyl-6-O-heptanoylglucosid,
Isopropyl-e-O-octanoylglucosid, Isopropyl-6-0-nonanoylglucosid,
Isopropyl-6-O-decanoylglucosid,
Isopropyl-6-0-dodecanoylglucosid, Isopropyl-6-0-tetradecanoylglucosid,
Isopropyl-ö-O-hexadecanoylglucosid, Isopropyl-6-O-octadecanoylglucosid,
Isopropyl-6-0-eicosanoylglucosid, Isopropyl-e-O-docosanoylglucosid, Isopropyl-6-0-cis-9-octadecanoylglucosid,
Isopropyl-6-0-cis,cis-9,
l^-octadecanoylglucosid, Isopropyl-6-0-cis,eis,cis-9,12,lS-octadecatrienoylglucosid,
Propyl-6-0-hexanoylglucosid, Propyl-6-O-heptanoylglucosid, Propyl-6-O-octanoylglucosid,
Propyl-6-O-nonanoylglucosid, Propyl-6-0-decanoylglucosid,
Propyl-e-O-dodecanoylglucosid, Propyl-6-O-tetradecanoylglucosid,
Propyl-6-O-hexadecanoylglucosid,
Propyl-ö-O-octadecanoylglucosid, Propyl-6-0-
eicosanoylglucosid, Propyl-6-O-docosanoylglucosid, Propyl-6-0-cis-9-octadecanoylglucosid,
Propyl-6-O-cis,cis-9,12-octadecanoylglucosid
und Propyl-6-O-cis,eis,cis-9,12,lS-octadecatrienoylglucosid,
Butyl-6-O-hexanoylglucosid,
Butyl-6-O-heptanoylglucosid, Butyl-6-O-octanoylglucosid,
Butyl-6-O-nonanoylglucosid, Butyl-6-O-decanoylglucosid,
Butyl-6-O-dodecanoylglucosid, Butyl-6-O-tetradecanoylglucosid,
Butyl-ö-O-hexadecanoylglucosid, Butyl-6-O-octadecanoylglucosid,
Butyl-6-O-eicosanoylglucosid,
Butyl-6-O-docosanoylglucosid, Butyl-6-0-cis-9-octadecanoylglucosid,
Butyl-6-O-cis,cis-9,12-octadecanoylglucosid
und Butyl-6-O-cis,eis,cis-9,12,15-octadecatrienoylglucosid
sind.
12. Verfahren zur Herstellung von Verbindungen von Formel I, wie angegeben in Anspruch 1 oben, durch Kondensieren einer
Säure oder eines Esters der allgemeinen Formel II
R-COOR2, (II)
2 in der R so ist, wie oben angegeben, und R Wasserstoff oder Niederalkyl darstellt, mit einem Glykosid der allgemeinen
Formel III
(HO)nX-OR1, (III)
in der n, X und R jedes so ist, wie oben angegeben, in der Gegenwart eines Katalysators, dadurch gekennzeichnet,
daß besagter Katalysator ein Enzym ist.
13. Verfahren nach Anspruch 12, wobei die hergestellten Verbindungen
von Formel I diejenigen sind, die spezifisch in einem der Ansprüche 2-11 angegeben sind.
14. Verfahren nach Anspruch 12 oder 13, dadurch gekennzeich-
net, daß das Enzym eine Hydrolase ist.
15. Verfahren nach Anspruch 14, dadurch gekennzeichnet, daß die Hydrolase eine Lipase, eine Esterase oder eine Protease
ist.
16. Verfahren nach einem der Ansprüche 12-15, dadurch gekennzeichnet,
daß die Lipase produzierbar ist von Spezies von Mucor, Humicola, Pseudomonas oder Candida.
17. Verfahren nach einem der Ansprüche 12-16, dadurch gekennzeichnet,
daß das Enzym in einer immobilisierten Form angewendet wird.
18. Jedes neuartige Merkmal oder jede neuartige Kombination von Merkmalen, das (die) hierin beschrieben ist.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK438887A DK438887D0 (da) | 1987-08-21 | 1987-08-21 | Fremgangsmaade til fremstilling af kemiske forbindelser |
| PCT/DK1988/000135 WO1989001480A1 (en) | 1987-08-21 | 1988-08-18 | Esters of glycosides and a process for enzymatic preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE394280T1 true DE394280T1 (de) | 1994-06-16 |
Family
ID=8133100
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE0394280T Pending DE394280T1 (de) | 1987-08-21 | 1988-08-18 | Glykosidester und verfahren zur enzymatischen herstellung. |
| DE3853538T Expired - Fee Related DE3853538T2 (de) | 1987-08-21 | 1988-08-18 | Glykosidester und verfahren zur enzymatischen herstellung. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3853538T Expired - Fee Related DE3853538T2 (de) | 1987-08-21 | 1988-08-18 | Glykosidester und verfahren zur enzymatischen herstellung. |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0394280B1 (de) |
| JP (1) | JP2730944B2 (de) |
| KR (1) | KR970011305B1 (de) |
| AT (1) | ATE120756T1 (de) |
| AU (1) | AU631779B2 (de) |
| DE (2) | DE394280T1 (de) |
| DK (1) | DK438887D0 (de) |
| FI (1) | FI96967C (de) |
| NO (1) | NO173549C (de) |
| WO (1) | WO1989001480A1 (de) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8806691D0 (en) * | 1988-03-21 | 1988-04-20 | Cerestar Holding Bv | Surface active compounds & process for their preparation |
| DK27789D0 (da) * | 1989-01-23 | 1989-01-23 | Novo Industri As | Detergent - sammensaetning |
| EP0413307A1 (de) * | 1989-08-15 | 1991-02-20 | Lion Corporation | Verfahren zur Herstellung von Fettsäuremonoestersacchariden |
| GB8922593D0 (en) * | 1989-10-06 | 1989-11-22 | Unilever Plc | Detergent composition |
| US5190747A (en) * | 1989-11-06 | 1993-03-02 | Lion Corporation | Oral or detergent composition comprising a nonionic surface active agent |
| JP2775915B2 (ja) * | 1989-11-06 | 1998-07-16 | ライオン株式会社 | 非イオン性界面活性剤 |
| JPH03157349A (ja) * | 1989-11-14 | 1991-07-05 | Lion Corp | 乳化組成物 |
| US5688757A (en) * | 1990-01-22 | 1997-11-18 | Novo Nordisk A/S The Procter & Gamble Co. | Sugar derivatives containing both long and short chain acyl groups as bleach activators |
| DK17290D0 (de) * | 1990-01-22 | 1990-01-22 | Novo Nordisk As | |
| DK41090D0 (da) * | 1990-02-16 | 1990-02-16 | Novo Nordisk As | Fremgangsmaade til fjernelse af olie |
| GB9116939D0 (en) * | 1991-08-06 | 1991-09-18 | Unilever Plc | Bleach precursors and bleaching compositions |
| US5773256A (en) * | 1991-08-12 | 1998-06-30 | Ulice Sa | Methods for the production of esters of α-glucosides and uses thereof |
| CA2086224C (en) * | 1991-12-31 | 1998-11-10 | John Gormley | Compositions comprising anionic glycolipid surfactants |
| DK144292D0 (da) * | 1992-12-01 | 1992-12-01 | Novo Nordisk As | Forbedret fremgangsmaade |
| US5505938A (en) * | 1993-09-30 | 1996-04-09 | Lever Brothers Company, Division Of Conopco, Inc. | Straight chain saturated or unsaturated C8 -C18 alkyl aldonolactone esters and an enzymatic process for their preparation |
| JPH09509576A (ja) * | 1994-03-04 | 1997-09-30 | ユニケマ・ケミー・ベー・ヴェー | アルキルグリコシドの脂肪酸エステル調製方法 |
| FR2730931B1 (fr) * | 1995-02-24 | 1997-04-04 | Oreal | Composition comprenant une dispersion aqueuse de vesicules lipidiques a base d'esters d'acides gras alpha-butyl glucoside |
| WO1997036000A1 (en) * | 1996-03-27 | 1997-10-02 | Unichema Chemie B.V. | Esterification process |
| EP0849354A1 (de) | 1996-12-20 | 1998-06-24 | Unilever Plc | Weichmacherzusammensetzungen |
| DE10019255A1 (de) * | 2000-04-18 | 2001-10-31 | Henkel Kgaa | Glykosid-Ester und ihre Herstellung sowie Verwendung in Kosmetika, Pharmazeutika und Nahrungs- bzw. Futtermitteln |
| CN113072601B (zh) * | 2021-03-30 | 2023-03-31 | 固安君德同创生物工程有限公司 | 一种功能性寡糖糖苷酯的制备方法及其应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2759922A (en) * | 1952-06-21 | 1956-08-21 | Corn Prod Refining Co | Direct esterification of glycosides with fatty acids |
| LU52504A1 (de) * | 1966-12-02 | 1968-08-16 | ||
| CA1015356A (en) * | 1972-12-15 | 1977-08-09 | Baak W. Lew | Esters of alkyl polyglycosides |
| JPS57134498A (en) * | 1981-02-12 | 1982-08-19 | Hayashibara Biochem Lab Inc | Anhydrous crystalline maltitol and its preparation and use |
| US4614718A (en) * | 1983-08-23 | 1986-09-30 | Dai-Ichio Kogyo Seiyaku Co., Ltd. | Synthesis of sugar or sugar-alcohol fatty acid esters |
| JPS6070094A (ja) * | 1983-08-23 | 1985-04-20 | Dai Ichi Kogyo Seiyaku Co Ltd | 糖脂肪酸エステルの製造法 |
| DE3344256A1 (de) * | 1983-12-07 | 1985-06-20 | Bayer Ag, 5090 Leverkusen | Pharmazeutische verwendung von substituierten o-acylglycosiden |
| AT381498B (de) * | 1984-03-20 | 1986-10-27 | Oesterr Zuckerfab Evidenz | Verfahren zur herstellung von neuen kohlenhydrat-derivaten mit beta-nitroethylbzw. beta-aminoethyl-gruppen |
| DK157308C (da) * | 1985-02-27 | 1990-05-07 | Novo Nordisk As | Fremgangsmaade til fremstilling af acetal- eller ketalestere af polyoler eller monoestere af mono- eller disaccharider eller monoglycerider |
-
1987
- 1987-08-21 DK DK438887A patent/DK438887D0/da not_active Application Discontinuation
-
1988
- 1988-08-18 DE DE0394280T patent/DE394280T1/de active Pending
- 1988-08-18 WO PCT/DK1988/000135 patent/WO1989001480A1/en active IP Right Grant
- 1988-08-18 JP JP63507049A patent/JP2730944B2/ja not_active Expired - Lifetime
- 1988-08-18 AT AT88907649T patent/ATE120756T1/de not_active IP Right Cessation
- 1988-08-18 AU AU23217/88A patent/AU631779B2/en not_active Ceased
- 1988-08-18 EP EP88907649A patent/EP0394280B1/de not_active Expired - Lifetime
- 1988-08-18 KR KR1019890700695A patent/KR970011305B1/ko not_active IP Right Cessation
- 1988-08-18 DE DE3853538T patent/DE3853538T2/de not_active Expired - Fee Related
-
1990
- 1990-02-20 NO NO900807A patent/NO173549C/no not_active IP Right Cessation
- 1990-02-20 FI FI900845A patent/FI96967C/fi not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU631779B2 (en) | 1992-12-10 |
| KR890701604A (ko) | 1989-12-21 |
| ATE120756T1 (de) | 1995-04-15 |
| JP2730944B2 (ja) | 1998-03-25 |
| FI96967B (fi) | 1996-06-14 |
| KR970011305B1 (ko) | 1997-07-09 |
| EP0394280A1 (de) | 1990-10-31 |
| FI96967C (fi) | 1996-09-25 |
| FI900845A0 (fi) | 1990-02-20 |
| DK438887D0 (da) | 1987-08-21 |
| NO900807L (no) | 1990-02-20 |
| NO173549C (no) | 1993-12-29 |
| DE3853538T2 (de) | 1995-09-21 |
| NO173549B (no) | 1993-09-20 |
| EP0394280B1 (de) | 1995-04-05 |
| DE3853538D1 (de) | 1995-05-11 |
| WO1989001480A1 (en) | 1989-02-23 |
| AU2321788A (en) | 1989-03-09 |
| JPH03500407A (ja) | 1991-01-31 |
| NO900807D0 (no) | 1990-02-20 |
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