An easy α-glycosylation methodology for the synthesis and stereochemistry of mycoplasma α-glycolipid antigens

Y Nishida, Y Shingu, Y Mengfei…

Index: Nishida, Yoshihiro; Shingu, Yuko; Mengfei, Yuan; Fukuda, Kazuo; Dohi, Hirofumi; Matsuda, Sachie; Matsuda, Kazuhiro Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 629 - 639

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Citation Number: 9

Abstract

Abstract Mycoplasma fermentans possesses unique α-glycolipid antigens (GGPL-I and GGPL-III) at the cytoplasm membrane, which carry a phosphocholine group at the sugar primary (6-OH) position. This paper describes a practical synthetic pathway to a GGPL-I homologue (C 16: 0) and its diastereomer, in which our one-pot α-glycosylation method was effectively applied. The synthetic GGPL-I isomers were characterized with 1 H NMR ...