2H-azirines as potential bifunctional chemical linkers of cysteine residues in bioconjugate technology

2H-azirines as potential bifunctional chemical linkers of cysteine residues in bioconjugate technology

2H-Azirine-2-caboxamides have been designed to perform as a new type of bifunctional thiol linker under very mild reaction conditions. The cleavage of a C-N double bond of 2H-azirine furnishes an amino amide functional group in situ through a thiol addition and ring-opening process. It works with a...

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Bibliographic Details
Main Authors: Chen, Yang, Yang, Wenjie, Wu, Jiamin, Sun, Wangbin, Loh, Teck-Peng, Jiang, Yaojia
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2022
Subjects:
Science::Chemistry
Bifunctional Thiol Linker
Peptides and Proteins
Online Access:https://hdl.handle.net/10356/155332
Description
Summary:2H-Azirine-2-caboxamides have been designed to perform as a new type of bifunctional thiol linker under very mild reaction conditions. The cleavage of a C-N double bond of 2H-azirine furnishes an amino amide functional group in situ through a thiol addition and ring-opening process. It works with a broad scope of thiols and 2H-azirines in the absence of any catalysts at room temperature. Cysteine-containing peptides have also been demonstrated to work efficiently in a completely water solution.

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