FACILE CHEMOENZYMATIC SYNTHESIS OF MONOSACCHARIDE FATTY-ACID ESTERS

被引：26

作者：

FREGAPANE, G ^{[1
]}

SARNEY, DB ^{[1
]}

VULFSON, EN ^{[1
]}

机构：

[1] FOOD RES INST,DEPT BIOTECHNOL & ENZYMOL,READING RG6 3EF,BERKS,ENGLAND

来源：

BIOCATALYSIS | 1994年 / 11卷 / 01期

关键词：

LIPASE; ENZYMATIC ESTERIFICATION; SUGAR FATTY ACID ESTERS; MONOSACCHARIDE ESTERS; SOLVENT-FREE SYNTHESIS; ENZYMES IN ORGANIC SOLVENTS;

D O I：

10.3109/10242429409034373

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A range of monosaccharide fatty acid esters was prepared by enzymatic esterification of sugar acetals to provide a series of esters for detailed investigation of their surfactant properties. 6-O-acyl-D-galactopyranoses 2, 6-O-acyl-D-glucopyranoses 4 and 5-O-acyl-D-xylofuranoses 6 were prepared by Mucor miehei lipase catalysed esterification of 1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose 1a, 1,2-O-isopropylidene-alpha-D-glucofuranose 3a and 1,2-O-isopropylidene-alpha-D-xylofuranose 5a with decanoic, dodecanoic, tetradecanoic, hexadecanoic and octadecanoic acids respectively followed by cleavage of the isopropylidene group(s) of the monosaccharide acetal estes 1b-f, 3b-f and 5b-f.

引用

页码：9 / 18

页数：10

共 15 条

[1] ENZYME CATALYZED PREPARATION OF 6-O-ACYLGLUCOPYRANOSIDES [J].

ADELHORST, K ;

BJORKLING, F ;

GODTFREDSEN, SE ;

KIRK, O .

SYNTHESIS-STUTTGART, 1990, (02) :112-115

[2] PRODUCTION OF BIOSURFACTANTS FROM SUGAR ALCOHOLS AND VEGETABLE-OILS CATALYZED BY LIPASES IN A NONAQUEOUS MEDIUM [J].

CHOPINEAU, J ;

MCCAFFERTY, FD ;

THERISOD, M ;

KLIBANOV, AM .

BIOTECHNOLOGY AND BIOENGINEERING, 1988, 31 (03) :208-214

[3]

DRUECKHAMMER DG, 1991, SYNTHESIS-STUTTGART, P499

[4] ENZYMATIC SOLVENT-FREE SYNTHESIS OF SUGAR ACETAL FATTY-ACID ESTERS [J].

FREGAPANE, G ;

SARNEY, DB ;

VULFSON, EN .

ENZYME AND MICROBIAL TECHNOLOGY, 1991, 13 (10) :796-800

[5] ENZYMATIC-SYNTHESIS OF MONOSACCHARIDE FATTY-ACID ESTERS AND THEIR COMPARISON WITH CONVENTIONAL PRODUCTS [J].

FREGAPANE, G ;

SARNEY, DB ;

GREENBERG, SG ;

KNIGHT, DJ ;

VULFSON, EN .

JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1994, 71 (01) :87-91

[6]

GREENE TW, 1991, PROTECTIVE GROUPS OR

[7] FRUCTOSE OLEATE SYNTHESIS IN A FIXED CATALYST BED REACTOR [J].

KHALED, N ;

MONTET, D ;

PINA, M ;

GRAILLE, J .

BIOTECHNOLOGY LETTERS, 1991, 13 (03) :167-172

[8] ASYMMETRIC TRANSFORMATIONS CATALYZED BY ENZYMES IN ORGANIC-SOLVENTS [J].

KLIBANOV, AM .

ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :114-120

[9] LIPASE CATALYZED SYNTHESIS OF SUGAR ESTER IN ORGANIC-SOLVENTS [J].

OGUNTIMEIN, GB ;

ERDMANN, H ;

SCHMID, RD .

BIOTECHNOLOGY LETTERS, 1993, 15 (02) :175-180

[10]

RIVA S, 1990, CHIMICAOGGI, V8, P9

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