Journal of Lipid Research, Vol 28, 446-449, Copyright © 1987 by Lipid Research, Inc.
Glucosylsterol and acylglucosylsterol of snake epidermis: structure determination
W Abraham, PW Wertz, RR Burken and DT Downing
The structures of two classes of glycolipids, acylglucosylsterol and
glucosylsterol, from snake epidermis have been determined by chemical,
spectroscopic, and gas-liquid chromatographic methods. The
acylglucosylsterol consists of a glucose molecule attached to cholesterol
and an ester-linked fatty acid on carbon 6 of the sugar. The major
ester-linked fatty acids are palmitic, stearic, and oleic. The
glucosylsterol consists of glucose attached to cholesterol. These unusual
glycolipids may play a role in epidermal barrier function in snakes and it
is concluded that these sterol glycosides may remain in the reptiles as a
vestige of a more primitive barrier-forming mechanism.