Study of the pseudo-polyrotaxane architecture as a route for mild surface functionalization by click-chemistry of poly(?-caprolactone)-based electrospun fibers

Murielle Oster; Guy Schlatter; Sébastien Gallet; Rachid Baati; Eric Pollet; Cedric Gaillard; Luc Averous; Christophe Fajolles; Anne Hebraud

Study of the pseudo-polyrotaxane architecture as a route for mild surface functionalization by click-chemistry of poly(?-caprolactone)-based electrospun fibers

Murielle Oster ¹ Guy Schlatter ¹ Sébastien Gallet ¹ Rachid Baati ¹ Eric Pollet ¹ Cedric Gaillard ² Luc Averous ¹ Christophe Fajolles ³ Anne Hebraud ¹

1 ICPEES - Institut de chimie et procédés pour l'énergie, l'environnement et la santé

2 BIA - Unité de recherche sur les Biopolymères, Interactions Assemblages

3 LIONS - Laboratoire Interdisciplinaire sur l'Organisation Nanométrique et Supramoléculaire

NIMBE UMR 3685 - Nanosciences et Innovation pour les Matériaux, la Biomédecine et l'Energie (ex SIS2M)

Abstract : Polycaprolactone (PCL) electrospun fibers are widely developed for biomedical applications. However, their hydrophobicity and passivity towards cell growth is an important limitation. An original method to functionalize PCL nanofibers, making them reactive for bioconjugation of proteins or other molecules of interests in water under mild conditions, is here reported. This method involves the preparation of pseudo-polyrotaxanes (pPR) of cyclodextrin (CD) and PCL. Core:shell PCL:pPR fibers were then prepared by coaxial electrospinning in order to bring available reactive hydroxyl groups from the CD, at the fiber surface. Different pPRs architectures (star, miktoarm and block-copolymer-like) were synthesized to study the effect of the pPR structure on the fiber morphology and surface reactivity by grafting fluorescein isothiocyanate (FITC). Finally, bicyclononyne groups were grafted onto the star-pPR based fibers allowing the conjugation of a fluorescent dye by click-chemistry in water without any copper catalyst proving the potential of the method for the biofunctionalization of PCL-based fibers.

Document type :

Journal articles

Domain :

Chemical Sciences / Material chemistry

Complete list of metadatas

https://hal-cea.archives-ouvertes.fr/cea-01478240
Contributor : Serge Palacin <>
Submitted on : Tuesday, February 28, 2017 - 8:00:17 AM
Last modification on : Thursday, February 7, 2019 - 4:25:08 PM

Study of the pseudo-polyrotaxane architecture as a route for mild surface functionalization by click-chemistry of poly(?-caprolactone)-based electrospun fibers

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Study of the pseudo-polyrotaxane architecture as a route for mild surface functionalization by click-chemistry of poly(?-caprolactone)-based electrospun fibers

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