New syntheses of tetrazolylmethylphenylalanine and O-malonyltyrosine as pTyr mimetics for the design of STAT3 dimerization inhibitors

J Dourlat, B Valentin, WQ Liu, C Garbay

Index: Dourlat, Jennifer; Valentin, Bruno; Liu, Wang-Qing; Garbay, Christiane Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 14 p. 3943 - 3946

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Citation Number: 25

Abstract

Investigation within the pTyr-binding pocket of the STAT3 SH2 domain led us to develop a novel synthesis of two pTyr mimetics, l-tetrazolylmethylphenylalanine (l-Tmp) and lO- malonyltyrosine (l-OMT), that were next incorporated in a high affinity ligand of STAT3 SH2 domain. Biological evaluation of peptidomimetics on STAT3 dimerization identified l-OMT as the first non-phosphorus pTyr mimetic so far reported against STAT3 SH2 domain, ...