Encounter with unexpected collagenase-1 selective inhibitor: Switchover of inhibitor binding pocket induced by fluorine atom

Masaaki Sawa, Hirosato Kondo, Shinichiro Nishimura

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Phosphonamide-based inhibitors having trifluoromethyl moiety showed highly selective inhibition against MMP-1. A possible mechanism of the selectivity of MMP-1 inhibitors through the switchover of the binding pocket was speculated by computational calculations. As a consequence of the unexpected selectivity, the specific interaction of CF3 group of the inhibitor and Arg214 in the S1′ pocket of MMP-1 conducted a low binding energy.

Original languageEnglish
Pages (from-to)581-584
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume12
Issue number4
DOIs
Publication statusPublished - Feb 25 2002
Externally publishedYes

Fingerprint

Fluorine
Matrix Metalloproteinases
Atoms
Matrix Metalloproteinase Inhibitors
Binding energy
collagenase 1

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Encounter with unexpected collagenase-1 selective inhibitor : Switchover of inhibitor binding pocket induced by fluorine atom. / Sawa, Masaaki; Kondo, Hirosato; Nishimura, Shinichiro.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 12, No. 4, 25.02.2002, p. 581-584.

Research output: Contribution to journalArticle

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