Design, synthesis, and evaluation of extended and reverse turn peptide conformation mimics for the Grb2-SH2 domain

ORGN 494

Hilary R Plake1, Aaron P. Benfield1, and Stephen F. Martin Martin2. (1) Department of Chemistry, University of Texas at Austin, 1 Universitry Station A5300, Austin, TX 78712, (2) Department of Chemistry & Biochemistry, The University of Texas, 1 University Station A5300, Austin, TX 78712

Novel conformationally constrained pseudopeptides derivatives of the tripeptide pYVN were synthesized as antagonists for the Grb2-SH2 domain. Extended and reverse turn peptide conformations were mimicked by trans- and cis- cyclopropanes, respectively. The pseudopeptides were evaluated using isothermal microcalorimetry and X-ray crystallography.

Total Synthesis, Asymmetric Reactions and Syntheses, Bioorganic 9:00 AM-11:00 AM, Wednesday, March 31, 2004 Anaheim Convention Center -- Hall C, Poster Division of Organic Chemistry The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004