Rapid, Stable, Chemoselective Labeling of Thiols with Julia–Kocieński‐like Reagents: A Serum‐Stable Alternative to Maleimide‐Based Protein Conjugation1. Issue 48 (2nd October 2013)

• Record Type: Journal Article
• Authors: Toda, Narihiro; Asano, Shigehiro; Barbas, Carlos F.
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 48(2013)
• Page Start: 12592
• Page End: 12596
• Publication Date: 2013-10-02
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201306241
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Exquisite chemoselectivity</bold> 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.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t7bqpnt" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>