jo026310c_si_001.pdf (1.03 MB)
Download fileDesign and Synthesis of Novel Fluoropeptidomimetics as Potential Mimics of the Transition State during Peptide Hydrolysis
journal contribution
posted on 2003-01-11, 00:00 authored by Subhash C. Annedi, Weiyong Li, Sheeba Samson, Lakshmi P. Kotraα-Fluoroamino acids were targeted in our ongoing efforts to design novel fluoropeptidomimetics
(1) as potential protease inhibitors. α-Fluoroglycine derivative (2) and α-fluoro-β-aminoethanethiol
derivatives (3−9) were synthesized for the first time en route to obtain the peptidomimetic moiety
1. The stability of 2−9 was investigated under organic as well as aqueous conditions. The stability
of 3−9 under acidic and basic conditions, the effect of substitution at C-2 position, and potential
biological activities are discussed.