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Enzymatic synthesis of monosaccharide fatty acid esters and their comparison with conventional products
Author(s) -
Fregapane Giuseppe,
Sarney Douglas B.,
Greenberg Sydney G.,
Knight Dorothy J.,
Vulfson Evgeny N.
Publication year - 1994
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02541477
Subject(s) - monosaccharide , chemistry , hydrolysis , fatty acid , galactose , organic chemistry , sugar , enzymatic hydrolysis , enzyme , carbohydrate , fatty acid ester
5‐ O ‐Acyl‐1,2‐ O ‐isopropylidene‐D‐xylofuranose and 6‐ O ‐acyl1,2∶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 59–88%, 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 undersirable side products, and the only contaminants were monosaccharides and fatty acids.