Journal
MACROMOLECULAR BIOSCIENCE
Volume 17, Issue 3, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/mabi.201600327
Keywords
electrospinning; fiber mats; oligopeptide; poly(sophorolipid); XPS analysis
Funding
- National Science Foundation Division of Materials Research under the Biomaterials (BMAT) [15084222]
- MIUR (Italian Ministry of Education, University and Research)
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Oligo(Glu(70)-co-Leu(30)), a peptide synthesized by protease catalysis, is functionalized at the N-terminus with a 4-pentenoyl unit and grafted to polyLSL[6'Ac, 6Ac], a glycopolymer prepared by ring-opening metathesis polymerization of lactonic sophorolipid diacetate. First, polyLSL[6'Ac, 6Ac] fiber mats are fabricated by electrospinning. Oxidation of the fiber mats and subsequent reaction with cysteamine lead to thiol-functionalized fiber mats with no significant morphology changes. Grafting of the alkene-modified oligopeptide to thiol-functionalized polyLSL[6'Ac, 6Ac] fiber mats is achieved via thiol-ene click reaction. X-ray photoelectron spectroscopy analysis to characterize peptide grafting reveals that about 50 mol% of polyLSL[6'Ac,6''Ac] repeat units at fiber surfaces are decorated with a peptide moiety, out of which about 1/3 of the oligo(Glu(70)-co-Leu(30)) units are physically adsorbed to polyLSL[6'Ac,6''Ac]. The results of this work pave the way to precise engineering of polyLSL fiber mats that can be decorated with a potentially wide range of molecules that tailor surface chemistry and biological properties.
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