Solid phase synthesis of peptide aldehyde protease inhibitors. Probing the proteolytic sites of hepatitis C virus polyprotein

J Pept Sci. 2000 Jan;6(1):11-8. doi: 10.1002/(SICI)1099-1387(200001)6:1<11::AID-PSC229>3.0.CO;2-#.

Abstract

The solid phase synthesis of a set of peptide aldehydes derived from the NS5A/NS5B junction of hepatitis C virus (HCV) viral polyprotein is demonstrated using an oxazolidine linker and the Multipin method. Deletion of the P6 and P5 residues results in a dramatic loss of inhibitory activity.

MeSH terms

  • Aldehydes / chemical synthesis*
  • Endopeptidases / metabolism
  • Hepacivirus / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Models, Chemical
  • Peptides / chemical synthesis*
  • Polyproteins / chemistry*
  • Protease Inhibitors / chemical synthesis*
  • Spectrophotometry
  • Viral Nonstructural Proteins / antagonists & inhibitors*

Substances

  • Aldehydes
  • NS3 protein, hepatitis C virus
  • Peptides
  • Polyproteins
  • Protease Inhibitors
  • Viral Nonstructural Proteins
  • NS-5 protein, hepatitis C virus
  • Endopeptidases