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

Org Biomol Chem. 2012 Jun 21;10(23):4516-23. doi: 10.1039/c2ob25096a. Epub 2012 Apr 30.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorine Compounds / chemical synthesis*
  • Ketones / chemical synthesis*
  • Methylation
  • Molecular Structure
  • Peptides / chemistry*

Substances

  • Fluorine Compounds
  • Ketones
  • Peptides