Staudinger-phosphonite reactions for the chemoselective transformation of azido-containing peptides and proteins |
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Authors: | Vallée M Robert J Majkut Paul Wilkening Ina Weise Christoph Müller Gregor Hackenberger Christian P R |
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Institution: | Institut für Chemie und Biochemie, Freie Universit?t Berlin, Takustr. 3, 14195 Berlin, Germany. |
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Abstract: | Site-specific functionalization of proteins by bioorthogonal modification offers a convenient pathway to create, modify, and study biologically active biopolymers. In this paper the Staudinger reaction of aryl-phosphonites for the chemoselective functionalization of azido-peptides and proteins was probed. Different water-soluble phosphonites with oligoethylene substituents were synthesized and reacted with unprotected azido-containing peptides in aqueous systems at room temperature in high conversions. Finally, the Staudinger-phosphonite reaction was successfully applied to the site-specific modification of the protein calmodulin. |
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