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Issue 25, 2019
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A chemoselective reaction between protein N-homocysteinylation and azides catalyzed by heme(ii)

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Abstract

Herein, we present a serendipitously discovered chemoselective labelling of protein N-homocysteinylation with bioorthogonal azide probes. The reaction proceeds rapidly under alkaline and heating conditions. Our experiments suggest that azides can be converted to aldehydes in situ catalyzed by heme(II), followed by a condensation with protein N-homocysteinylation to afford stable 1,3-thiazines.

Graphical abstract: A chemoselective reaction between protein N-homocysteinylation and azides catalyzed by heme(ii)

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Publication details

The article was received on 03 Jan 2019, accepted on 20 Feb 2019 and first published on 11 Mar 2019


Article type: Communication
DOI: 10.1039/C9CC00055K
Chem. Commun., 2019,55, 3654-3657

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    A chemoselective reaction between protein N-homocysteinylation and azides catalyzed by heme(II)

    N. Chen, Z. Qiao and C. Wang, Chem. Commun., 2019, 55, 3654
    DOI: 10.1039/C9CC00055K

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