Fabrizio Badalassi, Hong-Khanh Nguyen, P. Crotti
Oct 1, 2002
Citations
0
Influential Citations
17
Citations
Journal
Helvetica Chimica Acta
Abstract
(2S,3S)-2-Amino-3-hydroxy-5-(4-nitrophenoxy)pentanoic acid (5) was prepared stereoselectively as the N-Fmoc, O-(tert-butyl)-protected derivative 5a in eleven steps from ethyl (E)-4-benzyloxypent-2-enoate (6). This protected amino acid was used for the solid-phase peptide synthesis of oligopeptides, which serve as sequence-specific chromogenic protease substrates when used in the presence of NaIO4 and bovine serum albumin. The peptide 1 (KRAVNle5EANleNH2 (Nle=norleucine)) allows detection of HIV-protease activity spectrophotometrically at 405 nm.