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Dr. Narihiro Toda, Dr. Shigehiro Asano and Prof. Dr. Carlos F. Barbas III Rapid, Stable, Chemoselective Labeling of Thiols with Julia–Kocieński-like Reagents: A Serum-Stable Alternative to Maleimide-Based Protein Conjugation Angewandte Chemie International Edition 52

Article first published online: 2 OCT 2013 | DOI: 10.1002/anie.201306241

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Exquisite chemoselectivity for cysteine has been found for methylsulfonylphenyloxadiazole compounds under various buffer conditions. Furthermore, the resulting protein conjugates have superior stability to cysteine–maleimide conjugates in human plasma (HSA=human serum albumin, MBP-C-HA=maltose-binding protein). This new thiol-click reaction offers a new approach to generate stable protein conjugates and Pegylated proteins.

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