Synthesis of the esterified cerebroside in the epidermis of guinea pigs.
(2S,3R,4E,23'Z)-1-O-(beta-D-Glucopyranosyl)-N-(32'-linoleoyloxy  -23'-dotriacontenoyl)-4-sphingenine (1), a component of the esterified cerebrosides in the epidermis of guinea pigs, was synthesized by selective N-acylation of (2S,3R,4E)-1-O-(beta-D-glucopyranosyl)-4-sphingenine (18) with activated omega-linoleoyloxy fatty acid ester 17.
Department of Agricultural Chemistry, University of Tokyo, Japan.
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Nishio
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Mori
D000215:Acylation; D000818:Animals; D002554:Cerebrosides / Q000138:chemical synthesis*; D004817:Epidermis / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D006168:Guinea Pigs; D006801:Humans; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
C097141:1-O-glucopyranosyl-N-(32'-linoleoyloxy-23'-dotriacontenoyl)-4-sphingenine; D002554:Cerebrosides; D004952:Esters; D013110:Sphingosine