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Issue 13, 2012
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Nanostructure-templated control of drug release from peptide amphiphile nanofiber gels

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Abstract

High aspect ratio peptide nanofibers have potential as biodegradable vehicles for drug delivery. We report here the synthesis of four self-assembling peptide amphiphiles (PAs) containing a lysine ε-amine-derivatized hydrazide that was systematically placed at different positions along the backbone of the peptide sequence C16V2A2E2 (where C16 = palmitic acid). Hydrazones were formed from each hydrazide by condensation with the solvatochromic dye 6-propionyl-2-dimethylaminonaphthalene (Prodan), which is typically used to probe cell membranes. All four compounds were found to self-assemble into nanofibers, and Prodan release was measured from filamentous gels prepared by screening PA charges with divalent cations. Near zero-order release kinetics were observed for all nanofibers, but release half-lives differed depending on the position of the fluorophore in the PA sequence. Dye release kinetics were rationalized through the use of cryogenic transmission electron microscopy, small-angle X-ray scattering, fluorescence spectroscopy, fluorescence anisotropy, circular dichroism, and partition coefficient calculations. Relative release rates were found to correlate directly with fluorophore mobility, which varied inversely with packing density, degree of order in the hydrophobic PA core, and the β-sheet character of the peptide.

Graphical abstract: Nanostructure-templated control of drug release from peptide amphiphile nanofiber gels

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Publication details

The article was received on 19 Dec 2011, accepted on 07 Feb 2012 and first published on 17 Feb 2012


Article type: Paper
DOI: 10.1039/C2SM07420F
Citation: Soft Matter, 2012,8, 3586-3595
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    Nanostructure-templated control of drug release from peptide amphiphile nanofiber gels

    J. B. Matson, C. J. Newcomb, R. Bitton and S. I. Stupp, Soft Matter, 2012, 8, 3586
    DOI: 10.1039/C2SM07420F

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