Glyceroglucolipids of the Human Saliva

Abstract
Seven individual glycolipids (I-VII) were isolated from the lipid extract of human saliva. All glycolipids contained glucose, glyceryl ethers and fatty acids, and differed from each other primarily with respect to the number of glucose residues. Glycolipid V contained also the sulfate ester group. The structures of these glycolipids were identified by partial acid and alkaline hydrolysis, oxidation with periodate and chromium trioxide and methylation studies, as: Glc(.alpha.1 .fwdarw. 3)-diglyceride (glycolipid I), Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 3)-diglyceride (glycolipids II and III), Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 3)-diglyceride (glycolipid IV), SO3H-6Glc(.alpha.1 .fwdarw. 6)-Glc(.alpha.1 .fwdarw. 3)-diglyceride (glycolipid V), Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 3)-diglyceride (glycolipid VI) and Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 6)Glc(.alpha.1 .fwdarw. 3)-diglyceride (glycolipid VII). Diglyceride portion of these compounds consists of 1-O-alkyl-2-O-acyl-glycerol with the docosanoate and glyceryl-monodocosyl being the predominant acyl and alkyl components.

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