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新糖肽的化学酶法合成:应用于α-半乳糖基化新糖肽

Chemoenzymatic synthesis of neoglycopeptides: application to an alpha-Gal-terminated neoglycopeptide.

作者信息

Ramos D, Rollin P, Klaffke W

机构信息

Unilever Research Laboratory Vlaardingen, Olivier van Noortlaan 120, NL-3313AT Vlaardingen, The Netherlands.

出版信息

J Org Chem. 2001 May 4;66(9):2948-56. doi: 10.1021/jo001439c.

DOI:10.1021/jo001439c
PMID:11325259
Abstract

A novel methodology for the enzymatic preparation from suitably derivatized oligosaccharides of N-linked neoglycopeptides using the microbial glutaminyl-peptide gamma-glutamyl transferase, transglutaminase (TGase), is described. N-Allyl glycosides of various oligosaccharides were photochemically coupled with cysteamine to yield amino-terminated thioether spacers, which were accepted by transglutaminase to transamidate the side-chain gamma-carboxamide group in the dipeptide Z-Gln-Gly.

摘要

描述了一种使用微生物谷氨酰胺基肽γ-谷氨酰转移酶(转谷氨酰胺酶,TGase)从适当衍生化的N-连接新糖肽的寡糖中酶促制备的新方法。各种寡糖的N-烯丙基糖苷与半胱胺进行光化学偶联,生成氨基末端硫醚间隔物,转谷氨酰胺酶接受该间隔物以转酰胺化二肽Z-Gln-Gly中的侧链γ-羧酰胺基团。

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