Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 46, Pages 9906-9912Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob01839e
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Funding
- NIH [R56 AR044276]
- Laboratory for Optical and Computational Instrumentation
- Morgridge Institute for Research
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Collagen is an abundant component of the extracellular matrix and connective tissues. Some collagen-mimetic peptides (CMPs) that do not form homotrimers can anneal to damaged tissue. Here, through a computational screen, we identify (flpHypGly)(7) as an optimal monomeric CMP for heterotrimer formation. We find that (flpHypGly)(7) forms stable triple helices with (ProProGly)(7) but not with itself. The nonnatural amino acid HflpOH, which is (2S,4S)-4-fluoroproline, is not toxic to human fibroblasts or keratinocytes. Conjugation of (flpHypGly)(7) to a fluorescent dye enables the facile detection of burned collagenous tissue with high specificity. The ubiquity of collagen and the prevalence of injuries and diseases that disrupt endogenous collagen suggests widespread utility for this approach.
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