T. T. Tran, N. Patino, R. Condom
May 1, 1997
Citations
0
Influential Citations
12
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract N-Fmoc-4-fluoro-L-proline methyl ester was prepared as an attractive synthon for both solid and solution phase peptide synthesis. Its use for the synthesis of Fmoc-Phe-Pro(F)-OMe and Fmoc-Pro(F)-Val-Val-OMe is presented. Direct fluorination with DASTof a 4-hydroxy proline residue incorporated into a peptide and elongation from the terminal amino group allowed preparation of the hexapeptide Boc-AlaAla-Phe-Pro (F) -Val-Val-OMe, analogous to the p 17-p24 gag junction of structural HIV proteins. None of the fluoropeptides in the paper displayed anti-protease or anti-HIV activity.