134150-54-2Relevant academic research and scientific papers
Development of non-peptide ligands of growth factor receptor-bound protein 2-src homology 2 domain using molecular modeling and NMR spectroscopy
Orcajo-Rincón, ángel L.,Ortega-Gutiérrez, Silvia,Serrano, Pedro,Torrecillas, Ivan R.,Wüthrich, Kurt,Campillo, Mercedes,Pardo, Leonardo,Viso, Alma,Benhamú, Bellinda,López-Rodríguez, María L.
supporting information; experimental part, p. 1096 - 1100 (2011/04/26)
We report a novel series of non-peptide ligands that inhibit the growth factor receptor-bound protein 2 (Grb2)-Src homology 2 (SH2) domain binding, designed using a combined computational and NMR-driven approach. We have identified a new lead compound, 1n (IC50 = 56 μM), which is cytotoxic in HER2-positive breast cancer cells and disrupts the interaction between HER2 and Grb2. Thus, 1n can be used as a scaffold for the development of efficient Grb2-SH2 domain binding inhibitors.
A general and convenient synthesis of novel phosphotyrosine mimetics
Szardenings, Anna Katrin,Gordeev, Mikhail F.,Patel, Dinesh V.
, p. 3635 - 3638 (2007/10/03)
A simple and general procedure for preparation of various phosphotyrosine mimetics from the corresponding phenolic precursors is described. In situ silylation of phenol acids followed by treatment with Et3N/CBr4/HP(O)(OEt)2 provides diethyl phosphate intermediates (36-96%), which can be cleanly deprotected in quantitative yields upon treatment with BSTFA/TMSI to afford novel phosphotyrosine mimetics.
Synthesis and Application of Bis-Silylethyl-Derived Phosphate-Protected Fmoc-Phosphotyrosine Derivatives for Peptide Synthesis
Chao, Hann-Guang,Bernatowicz, Michael S.,Reiss, Paul D.,Matsueda, Gary R.
, p. 6687 - 6691 (2007/10/02)
Three Fmoc-phosphotyrosine derivatives with silylethyl-based phosphate protection were synthesized and evaluated for use in peptide synthesis.The stability of these derivatives toward piperidine/DMF (1:4) treatment and their cleavability with TFA solutions were examined.On the basis of these data, the bis-protected Fmoc-phosphotyrosine derivative or Fmoc-Tyr(PO3MDPSE2)-OH, was shown to be the most suitable candidate for the production of phosphotyrosine peptides.The syntheses of phosphotyrosine peptides including one containing Met and Cys are described.
