ENZYMATIC-SYNTHESIS OF MONOSACCHARIDE FATTY-ACID ESTERS AND THEIR COMPARISON WITH CONVENTIONAL PRODUCTS

被引:55
作者
FREGAPANE, G [1 ]
SARNEY, DB [1 ]
GREENBERG, SG [1 ]
KNIGHT, DJ [1 ]
VULFSON, EN [1 ]
机构
[1] INST FOOD RES, DEPT BIOTECHNOL & ENZYMOL, READING RG2 2EF, ENGLAND
关键词
LIPASE; SORBITAN ESTERS; SUGAR FATTY ACID ESTERS;
D O I
10.1007/BF02541477
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
5-O-Acyl-1,2-O-isopropylidene-D-xylofuranose and 6-O-acyl-1,2:3,4-di-O-isopropylidene-D-galactopyranose were enzymatically prepared from the corresponding monosaccharide acetals and commercial (crude) fatty acid mixtures. Subsequent acid-catalyzed hydrolysis of the isopropylidene group(s) gave monosaccharide esters with overall yields of 69-88%, where the monoester content was at least 80% (galactose oleate) and typically 90% for the other preparations. In contrast to sugar fatty acid esters prepared by conventional, high-temperature (trans)esterification, the enzymatically obtained monosaccharide esters contained no appreciable quantities of undesirable side products, and the only contaminants were monosaccharides and fatty acids.
引用
收藏
页码:87 / 91
页数:5
相关论文
共 11 条
  • [1] ADLEHORST K, 1990, SYNTHESIS-STUTTGART, P112
  • [2] PRODUCTION OF BIOSURFACTANTS FROM SUGAR ALCOHOLS AND VEGETABLE-OILS CATALYZED BY LIPASES IN A NONAQUEOUS MEDIUM
    CHOPINEAU, J
    MCCAFFERTY, FD
    THERISOD, M
    KLIBANOV, AM
    [J]. BIOTECHNOLOGY AND BIOENGINEERING, 1988, 31 (03) : 208 - 214
  • [3] COLBERT JC, 1974, SUGAR ESTERS PREPARA
  • [4] de Belder A N, 1965, Adv Carbohydr Chem Biochem, V20, P219
  • [5] ENZYMATIC SOLVENT-FREE SYNTHESIS OF SUGAR ACETAL FATTY-ACID ESTERS
    FREGAPANE, G
    SARNEY, DB
    VULFSON, EN
    [J]. ENZYME AND MICROBIAL TECHNOLOGY, 1991, 13 (10) : 796 - 800
  • [6] FREGAPANE G, 1992, P BIOCATALYSIS NONCO, V563
  • [7] ENZYMATIC-SYNTHESIS OF CARBOHYDRATE ESTERS IN 2-PYRROLIDONE
    JANSSEN, AEM
    KLABBERS, C
    FRANSSEN, MCR
    VANTRIET, K
    [J]. ENZYME AND MICROBIAL TECHNOLOGY, 1991, 13 (07) : 565 - 572
  • [8] ENZYMATIC-SYNTHESIS OF CARBOHYDRATE ESTERS IN AQUEOUS-MEDIA
    JANSSEN, AEM
    LEFFERTS, AG
    VANTRIET, K
    [J]. BIOTECHNOLOGY LETTERS, 1990, 12 (10) : 711 - 716
  • [9] ROTHSCHILD L, 1991, FOOD CHEM NEWS, V33, P56
  • [10] GAS-LIQUID CHROMATOGRAPHY OF TRIMETHYLSILYL DERIVATIVES OF SUGARS AND RELATED SUBSTANCES
    SWEELEY, CC
    BENTLEY, R
    MAKITA, M
    WELLS, WW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (16) : 2497 - &