Issue 18, 2010
From the journal:

Chemical Communications

Site-specific functionalisation of proteins by a Staudinger-type reaction using unsymmetrical phosphites†‡

Verena Böhrsch,§ab   Remigiusz Serwa,§a   Paul Majkut,a   Eberhard Krausec  and  Christian P. R. Hackenberger*a  

* Corresponding authors

a Institut für Chemie und Biochemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin, Germany
E-mail: hackenbe@chemie.fu-berlin.de

b Beuth Hochschule für Technik Berlin, Fachbereich Life Sciences & Technology, Labor für Biochemie, Seestr. 64, 13347 Berlin, Germany

c Leibniz-Institut für Molekulare Pharmakologie, Robert-Rössle-Str. 10, 13125 Berlin, Germany

Abstract

Unsymmetrical phosphites react efficiently in a Staudinger reaction with p-azido-phenylalanine, which can be applied for the biotinylation of proteins, thereby expanding the scope of the chemoselective Staudinger-phosphite reaction of aryl azides with symmetrical phosphites to the corresponding phosphoramidates.

Graphical abstract: Site-specific functionalisation of proteins by a Staudinger-type reaction using unsymmetrical phosphites

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Article information

DOI
https://doi.org/10.1039/B926818A
Article type
Communication
Submitted
21 Dec 2009
Accepted
19 Feb 2010
First published
11 Mar 2010

Chem. Commun., 2010,46, 3176-3178

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Site-specific functionalisation of proteins by a Staudinger-type reaction using unsymmetrical phosphites

V. Böhrsch, R. Serwa, P. Majkut, E. Krause and C. P. R. Hackenberger, Chem. Commun., 2010, 46, 3176 DOI: 10.1039/B926818A

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