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Photocleavage of the Polypeptide Backbone by 2-Nitrophenylalanine

2009; Elsevier BV; Volume: 16; Issue: 2 Linguagem: Inglês

10.1016/j.chembiol.2009.01.013

1879-1301

Francis B. Peters, Ansgar Brock, Jiangyun Wang, Peter G. Schultz,

Click Chemistry and Applications

Photocleavage of the polypeptide backbone is potentially a powerful and general method to activate or deactivate functional peptides and proteins with high spatial and temporal resolution. Here we show that 2-nitrophenylalanine is able to photochemically cleave the polypeptide backbone by an unusual cinnoline-forming reaction. This unnatural amino acid was genetically encoded in E. coli, and protein containing 2-nitrophenylalanine was expressed and site-specifically photocleaved.