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N- 烷氧基甲基甲氧基胺双功能连接子在糖缀合物制备中的多功能性。

The versatility of N-alkyl-methoxyamine bi-functional linkers for the preparation of glycoconjugates.

机构信息

School of Chemical and Physical Sciences, PO Box 600, Wellington, New Zealand.

出版信息

Glycoconj J. 2017 Oct;34(5):633-642. doi: 10.1007/s10719-017-9785-4. Epub 2017 Jul 19.

Abstract

The application of N-glycosyl-N-alkyl-methoxyamine bi-functional linkers for the synthesis of a variety of glycoconjugates is described. The linker contains a specific functional group, such as an amine, azide, thiol, or carboxylic acid, which can be used for conjugation methodologies that include amide ligation, sulfonylation, copper-mediated Huisgen cycloaddition or thiol-maleimide coupling. In this way, glycoconjugates equipped with biotin, a fluorescent reporter, or a protein were efficiently synthesised, thus demonstrating the versatility of this type of oxyamine linker for the construction of glycoconjugate probes.

摘要

本文介绍了 N-糖基-N-烷氧基甲氧基胺双功能连接子在各种糖缀合物合成中的应用。该连接子含有特定的功能基团,如胺、叠氮化物、巯基或羧酸,可用于包括酰胺连接、磺酰化、铜介导的 Huisgen 环加成或巯基-马来酰亚胺偶联在内的偶联方法。通过这种方式,有效地合成了带有生物素、荧光报告基团或蛋白质的糖缀合物,从而证明了这种氧胺连接子在糖缀合物探针构建中的多功能性。

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