Aspartic protease inhibitors designed from computer-generated templates bind as predicted

Org Lett. 2001 Jul 26;3(15):2309-12. doi: 10.1021/ol016090+.

Abstract

[reaction: see text] Novel tripeptide-derived peptidomimetics 1, 7ab, and 8ab, inspired by templates generated by the structure-generating program GrowMol, were synthesized, shown to inhibit Rhizopus chinensis pepsin, and found by X-ray crystallography to bind to the enzyme in the GrowMol-predicted mode. Repetitive evaluation of the computer-generated templates for synthetic feasibility and optimal enzyme interactions led to the designed compounds.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Aspartic Acid Endopeptidases / antagonists & inhibitors*
  • Aspartic Acid Endopeptidases / chemistry*
  • Aspartic Acid Endopeptidases / metabolism
  • Computer Simulation
  • Crystallography, X-Ray
  • Drug Design
  • Molecular Mimicry
  • Peptides / chemical synthesis
  • Peptides / chemistry*
  • Peptides / metabolism*
  • Predictive Value of Tests
  • Protease Inhibitors / chemical synthesis
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / metabolism*
  • Protein Conformation
  • Structure-Activity Relationship

Substances

  • Peptides
  • Protease Inhibitors
  • Aspartic Acid Endopeptidases
  • rhizopuspepsin