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A general solid phase method for the synthesis of sequence independent peptidyl-fluoromethyl ketones†
Gheorghe-Doru Roiban,Mihaela Matache,Daniel P. Funeriu
Organic & Biomolecular Chemistry Pub Date : 04/03/2012 00:00:00 , DOI:10.1039/C2OB25096A
Abstract

We present here a new, general, solid phase strategy for the synthesis of sequence independent peptidyl-fluoromethyl ketones using standard Fmoc peptide chemistry. Our method is based on the synthesis of bifunctional linkers which allows the incorporation of amino acid fluoromethyl ketone unit at the C-terminal end of peptide sequences. Application of this approach for the synthesis of activity based probes for SENPs is also described.

Graphical abstract: A general solid phase method for the synthesis of sequence independent peptidyl-fluoromethyl ketones
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