Journal
CURRENT ORGANIC SYNTHESIS
Volume 16, Issue 2, Pages 319-325Publisher
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1570179416666181127150142
Keywords
Bioconjugation; peptide; periodate oxidation; self-assembly; fluorescent tag; atomic force microscopy
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Funding
- UNIBAS [RIL2015]
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Background: The conjugation of small organic molecules to self-assembling peptides is a versatile tool to decorate nanostructures with original functionalities. Labeling with chromophores or fluorophores, for example, creates optically active fibers with potential interest in photonic devices. Aim and Objective: In this work, we present a rapid and effective labeling procedure for a self-assembling peptide able to form nanofibers. Rapid periodate oxidation of the N-tenninal serine residue of the peptide and sub-sequent conjugation with dansyl moiety generated fluorophore-decorated peptides. Results: Three dansyl-conjugated self-assembling peptides with variable spacer-length were synthesized and characterized and the role of the size of the linker between fluorophore and peptide in self-assembling was investigated. Our results show that a short linker can alter the self-assembly in nanofibers of the peptide. Conclusions: Herein we report on an alternative strategy for creating functionalized nanofibrils, able to expand the toollcit of chemoselective bioconjugation strategies to be used in site-specific decoration of self-assembling peptides.
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