Oligo(Glu70-co-Leu30), a peptide synthesized by protease catalysis, is functionalized at the N-terminus with a 4-pentenoyl unit and grafted to polyLSL[6′Ac,6″Ac], a glycopolymer prepared by ring-opening metathesis polymerization of lactonic sophorolipid diacetate. First, polyLSL[6'Ac,6”Ac] 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,6″Ac] 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(Glu70-co-Leu30) 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. (Figure presented.).
Peptide Modified Electrospun Glycopolymer Fibers / Fiorani, Andrea; Totsingan, Filbert; Pollicino, Antonio; Peng, Yifeng; Focarete, Maria Letizia; Gross, Richard A; Scandola, Mariastella. - In: MACROMOLECULAR BIOSCIENCE. - ISSN 1616-5187. - STAMPA. - 17:3(2017), pp. 1600327.1-1600327.12. [10.1002/mabi.201600327]
Peptide Modified Electrospun Glycopolymer Fibers
FIORANI, ANDREA;FOCARETE, MARIA LETIZIA;SCANDOLA, MARIASTELLA
2017
Abstract
Oligo(Glu70-co-Leu30), a peptide synthesized by protease catalysis, is functionalized at the N-terminus with a 4-pentenoyl unit and grafted to polyLSL[6′Ac,6″Ac], a glycopolymer prepared by ring-opening metathesis polymerization of lactonic sophorolipid diacetate. First, polyLSL[6'Ac,6”Ac] 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,6″Ac] 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(Glu70-co-Leu30) 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. (Figure presented.).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.