点击两次即可实现保护基自由合成糖缀合物。
A double-click approach to the protecting group free synthesis of glycoconjugates.
机构信息
Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch 8140, New Zealand.
出版信息
Org Biomol Chem. 2018 Feb 21;16(8):1258-1262. doi: 10.1039/c8ob00072g.
PMID:29406545
Abstract
The use of a bi-functional linker, containing an alkyne and an alkene, allows the protecting group free conjugation of reducing sugars to thiols via a double click process. Firstly the linker is attached to the sugar via one-pot glycosyl azide formation and Cu-catalysed azide-alkyne cycloaddition. Photochemical thiol-ene click reaction then allows conjugation to a range of thiols, including cysteine residues of peptides.
摘要
使用含有炔基和烯基的双官能团连接子，可以通过双点击反应实现保护基免于保护的还原糖与硫醇的偶联。首先，通过一锅法糖基叠氮化物形成和 Cu 催化的叠氮-炔环加成反应将连接子连接到糖上。然后，光化学硫醇-烯点击反应允许与一系列硫醇偶联，包括肽中的半胱氨酸残基。
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