Peptide precursors that acquire denatured collagen-hybridizing ability by: O -to- N acyl migration at physiological pH

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1 Citation (Scopus)

Abstract

Here, we report peptide probes with either single or cyclic double stranded collagen-like sequences that spontaneously acquire collagen-hybridizing ability at physiological pH. These peptides have ester bonds derived from O-acyl isopeptide units that are converted to amide bonds via intramolecular O-to-N acyl migration by a pH shift. The peptides that do not require pre-treatment for disassembly will be useful as prodrugs in theranostic treatments targeting unfolded collagen.

Original languageEnglish
Pages (from-to)2823-2827
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume18
Issue number15
DOIs
Publication statusPublished - 2020 Apr 21

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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