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新型糖基化L-丙氨酰-D-异谷氨酰胺衍生物作为潜在免疫佐剂的合成

Synthesis of neo-glycosylated L-alanyl-D-isoglutamine derivatives as potential immunoadjuvants.

作者信息

Siedler F, Rudolph S, Musiol H J, Moroder L

机构信息

Max-Planck-Institut für Biochemie, Martinsried.

出版信息

Pept Res. 1992 Jan-Feb;5(1):39-47.

PMID:1623302
Abstract

The synthesis is described for muramyl-dipeptide-related amphiphilic analogs, where 1,10-diaminodecane served as a lipophilic C-terminal linker for the preparation of a bidentated L-alanyl-D-isoglutamine derivative and incorporation of aldonic and uronic acids at the N-termini as hydrophilic cores. For the N-acylation steps via lactones, suitable conditions were elaborated to allow for the use of unprotected or minimally protected aldonic and uronic acid lactones, respectively. These procedures may represent a useful general approach for the synthesis of neoglycopeptides.

摘要

描述了与胞壁酰二肽相关的两亲性类似物的合成,其中1,10 - 二氨基癸烷用作亲脂性C末端连接子,用于制备双齿L - 丙氨酰 - D - 异谷氨酰胺衍生物,并在N末端引入醛糖酸和糖醛酸作为亲水性核心。对于通过内酯进行的N - 酰化步骤,分别精心制定了合适的条件,以允许使用未保护或最低限度保护的醛糖酸内酯和糖醛酸内酯。这些方法可能代表了一种合成新糖肽的有用通用方法。

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Pept Res. 1992 Jan-Feb;5(1):39-47.
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