简便合成莱姆病糖脂抗原文库。
Facile synthesis of a library of Lyme disease glycolipid antigens.
机构信息
Department of Chemistry, Dalhousie University, 6274 Coburg Road, P.O. Box 15000, Halifax, NS, Canada B3H 4R2.
出版信息
Org Lett. 2012 Aug 3;14(15):3909-11. doi: 10.1021/ol301697c. Epub 2012 Jul 11.
PMID:22784298
Abstract
A library of one of the two Lyme disease antigens, BbGL1, has been synthesized in four steps from D-galactose using BF(3)-promoted glycosylation of the peracetate to introduce the cholesteryl β-glycoside and TBTU-promoted esterification to add a range of fatty acids regioselectively at O-6 of D-galactose in good yield.
摘要
已从 D-半乳糖出发，经 BF(3)-促进的糖基化反应在半乳糖的 C-6 位引入胆甾基β-糖苷，再经 TBTU 促进的酯化反应，在该四步反应中，合成了莱姆病两种抗原之一的 BbGL1 的库，以高收率合成了四种不同的脂肪酸酯，分别位于半乳糖的 O-6 位。
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