Chemoselective Staudinger-Phosphite Reaction of Azides for the Phosphorylation of Proteins

Chemoselective Staudinger-Phosphite Reaction of Azides for the Phosphorylation of Proteins

Extending the toolbox: The title reaction was identified as a chemoselective means to modify azides in peptides and proteins in high yields at room temperature in various solvents including aqueous buffers at physiological pH. In combination with nonnatural protein translation the Staudinger‐phosphi...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2009-10, Vol.48 (44), p.8234-8239
Hauptverfasser: Serwa, Remigiusz, Wilkening, Ina, Del Signore, Giuseppe, Mühlberg, Michaela, Claußnitzer, Iris, Weise, Christoph, Gerrits, Michael, Hackenberger, Christian P.R
Format: Artikel
Sprache:eng
Schlagworte:
azides
Azides - chemistry
Bacterial Proteins - chemistry
Bacterial Proteins - metabolism
chemoselectivity
phosphites
Phosphites - chemistry
Phosphorylation
Staudinger reaction
Tyrosine - chemistry
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Beschreibung
Zusammenfassung:Extending the toolbox: The title reaction was identified as a chemoselective means to modify azides in peptides and proteins in high yields at room temperature in various solvents including aqueous buffers at physiological pH. In combination with nonnatural protein translation the Staudinger‐phosphite reaction allows the site‐specific incorporation of phosphorylated Tyr analogues in proteins.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200902118