Glycolipids as potential immunologic adjuvants

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Abstract
A group of 1-thio-.beta.-L-fucopyranosides containing hexadecane, 9-octadecene, adamantane, 1,2-diphenyltetrafluoroethane and 3-hexynyl- and 3,6-dioxaoctylcholesterols were synthesized as potential immunologic adjuvants. Many of these fucosyl lipids and 6-(5-cholesten-3.beta.-yloxy)hexyl 1-thioglycosides gave good response to subunit A/Victoria influenza virus. Carbohydrates with L-fucose and D-galactose backbones appeared essential for adjuvant activity. Lactose which has a terminal D-galactose moiety was active; L-arabinose which lacks a 5-(hydroxymethyl) group was inactive.

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