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Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants
Author(s) -
Gao Chunli,
MillqvistFureby Anna,
Whitcombe Michael J.,
Vulfson Evgeny N.
Publication year - 1999
Publication title -
journal of surfactants and detergents
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.349
H-Index - 48
eISSN - 1558-9293
pISSN - 1097-3958
DOI - 10.1007/s11743-999-0080-9
Subject(s) - chemistry , regioselectivity , disaccharide , moiety , xylose , sugar , pulmonary surfactant , organic chemistry , galactose , lactose , carbohydrate , molecule , stereochemistry , biochemistry , catalysis , fermentation
A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono‐ and disaccharide‐based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2‐hydroxytet‐radecanoic acid used as a hydrophobic moiety for the surfactant.