Photocontrol of Peptide Function: Backbone Cyclization Strategy with Photocleavable Amino Acid

Naoki Umezawa, Yuka Noro, Kazuhiro Ukai, Nobuki Kato, Tsunehiko Higuchi

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Light-switchable peptide: The combination of cyclization and a photocleavable amino acid provides a potentially versatile strategy for the photocontrol of peptide function. Upon photoirradiation, photoactivatable cyclic matrix metalloproteinase-3 inhibitor peptide (MMPI) was degraded to give the corresponding linear product (see scheme), which showed 47-fold stronger activity than the parent cyclic MMPI.

Original languageEnglish
Pages (from-to)1694-1698
Number of pages5
JournalChemBioChem
Volume12
Issue number11
DOIs
Publication statusPublished - 2011 Jul 25
Externally publishedYes

Keywords

  • Cleavage reactions
  • Cyclization
  • Inhibitors
  • Peptides
  • Photolysis

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Organic Chemistry

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