Site-specific functionalisation of proteins by a Staudinger-type reaction using unsymmetrical phosphites.
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.
Böhrsch
Verena
V
Institut für Chemie und Biochemie, Freie Universität Berlin, Takustr. 3, 14195 Berlin, Germany.
Serwa
Remigiusz
R
Majkut
Paul
P
Krause
Eberhard
E
Hackenberger
Christian P R
CP
D001386:Azides / Q000737:chemistry*; D019921:Biotinylation; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry; D017905:Phosphites / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry*
D001386:Azides; D017905:Phosphites; D011506:Proteins; C027162:4-azidophenylalanine; D010649:Phenylalanine