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Updated: Feb 10, 2026

Synthesis of Protein Bioconjugates via Cysteine-maleimide Chemistry
Published on: July 20, 2016
Staudinger reaction using 2,6-dichlorophenyl azide derivatives for robust aza-ylide formation applicable to
Tomohiro Meguro1, Norikazu Terashima, Harumi Ito
1Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan. s-yoshida.cb@tmd.ac.jp thosoya.cb@tmd.ac.jp.
Abstract:
Efficient formation of water- and air-stable aza-ylides has been achieved using the Staudinger reaction between electron-deficient aromatic azides such as 2,6-dichlorophenyl azide and triarylphosphines. The reaction proceeds rapidly and has been successfully applied to chemical modification of proteins in living cells.
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