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Imaging Denatured Collagen Strands In vivo and Ex vivo via Photo-triggered Hybridization of Caged Collagen Mimetic Peptides
Published on: January 31, 2014
Peptide precursors that acquire denatured collagen-hybridizing ability by O-to-N acyl migration at physiological pH
Sayaka Kanai1, Koshi Machida2, Ryo Masuda2
1Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Japan.
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.
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