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Synthesis of sphingosine relatives, IX. Synthesis of (2S,3R,4E)-1-O-(β-D-glucopyranosyl)-N- [24-(linoleoyloxy)tetracosanoyl]-4-sphingenine. The structure proposed for the esterified cerebroside in the epidermis of guinea pigs

✍ Scribed by Mori, Kenji ;Nishio, Hiroyuki

Publisher: John Wiley and Sons
Year: 1991
Tongue: English
Weight: 504 KB
Volume: 1991
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199119910143

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✦ Synopsis

Abstract

(2S,3R,4E)‐1‐O‐(β‐D‐Glucopyranosyl)‐N‐[24‐(linoleoyloxy)tetracosanoyl)‐4‐sphingenine (1) was synthesized from D‐glucose (A), (2S,3R,4E)‐4‐sphingenine (sphingosine, B), 24‐hydroxytetracosanoic acid (C) and linoleic acid (D). The ^1^H‐NMR spectrum of synthetic 1 was different from that of the esterified cerebroside which was isolated as a tissue‐characteristic compound in the epidermis of footpad and dorsal skin of guinea pigs.

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