具有二硝基咪唑和 - 羟基琥珀酰亚胺酯基序的杂双功能交联剂，用于蛋白质功能化和半胱氨酸 - 赖氨酸肽订书钉。

Heterobifunctional Cross-Linker with Dinitroimidazole and -Hydroxysuccinimide Ester Motifs for Protein Functionalization and Cysteine-Lysine Peptide Stapling.

机构信息

School of Basic Medical Sciences, Jiangxi Medical College, Nanchang University, Nanchang, Jiangxi 330006, People's Republic of China.

National Pharmaceutical Engineering Center for Solid Preparation in Chinese Herbal Medicine, Jiangxi University of Traditional Chinese Medicine, Nanchang, Jiangxi 330006, People's Republic of China.

出版信息

Org Lett. 2023 Dec 15;25(49):8792-8796. doi: 10.1021/acs.orglett.3c03250. Epub 2023 Dec 7.

DOI:10.1021/acs.orglett.3c03250

PMID:38059767

Abstract

A heterobifunctional cross-linker with one sulfhydryl-reactive dinitroimidazole end and another amine-reactive -hydroxysuccinimide (NHS) ester end was designed and synthesized. The two motifs of this cross-linker, dinitroimidazole and NHS ester, proved to react with thiol and amine, respectively, in an orthogonal way. The cross-linker was further applied to construct stapled peptides of different sizes and mono- and dual functionalization (including biotinylation, PEGylation, and fluorescence labeling) of protein.

摘要

一种具有一个巯基反应性二硝基咪唑端和另一个胺反应性 - 羟基琥珀酰亚胺（NHS）酯端的杂双功能交联剂被设计和合成。该交联剂的两个基序，二硝基咪唑和 NHS 酯，被证明以正交的方式分别与硫醇和胺反应。该交联剂进一步用于构建不同大小的订书肽和蛋白质的单功能和双功能化（包括生物素化、聚乙二醇化和荧光标记）。