Synthesis of 3,5-difluorotyrosine-containing Peptides: Application in Substrate Profiling of Protein Tyrosine Phosphatases

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2008 Sep 19

PMID 18798640

Citations 6

Authors

Bhaskar Gopishetty

Lige Ren

Tiffany M Waller

Anne-Sophie Wavreille

Miguel Lopez

Amit Thakkar

Jinge Zhu

Dehua Pei

Affiliations

Soon will be listed here.

Abstract

Fully protected 3,5-difluorotyrosine (F2Y), Fmoc-F2Y(tBu)-OH, is efficiently prepared by a chemoenzymatic process and incorporated into individual peptides and combinatorial peptide libraries. The F2Y-containing peptides display kinetic properties toward protein tyrosine phosphatases (PTPs) similar to their corresponding tyrosine-containing counterparts but are resistant to tyrosinase action. These properties make F2Y a useful tyrosine surrogate during peptide library screening for optimal PTP substrates.

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