Bioorganic & medicinal chemistry

Facile synthesis of stable lipid analogues possessing a range of alkyl groups: application to artificial glycolipids

Y Azefu, H Tamiaki, R Sato, K Toma

Index: Azefu, Yasuo; Tamiaki, Hitoshi; Sato, Reiko; Toma, Kazunori Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 12 p. 4013 - 4022

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Citation Number: 11

Abstract

Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An α- mannopyranosyl group was stereoselectively introduced by the conventional imidate method into the terminal hydroxy group without any alternation of other moieties in a molecule. The resulting new glycoconjugates acted as models of natural glycolipids for ...