Thiol-ene clickable hyaluronans: from macro-to nanogels.
The fabrication of hyaluronic acid (HA) nanogels using a thiol-ene reaction has been demonstrated. HA was modified with pentenoate groups and then cross-linked with poly(ethylene glycol)-bis(thiol) by exposure to UV light. The cross-linking density and thereby the rigidity of the obtained gels were precisely controlled by the degree of substitution of pentenoate-modified HA. Their swelling properties also depended on cross-linking density. To produce hydrogels at the nanoscale, hyaluronic acid precursors were solely confined inside liposomes before cross-linking and purified after cross-linking. The size of the resulting nanogels followed their swelling properties and was also affected by their cross-linking density. Such bionanogels with tunable mechanical and swelling properties have potential in drug delivery.
Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS), Université Joseph Fourier, Institut de Chimie Moléculaire de Grenoble, 601 rue de la Chimie, F-38041 Grenoble Cedex 9, France.
Emilie
E
Hachet
Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS), Université Joseph Fourier, Institut de Chimie Moléculaire de Grenoble, 601 rue de la Chimie, F-38041 Grenoble Cedex 9, France.
Nicolas
N
Sereni
Minatec, Grenoble Institute of Technology and LMGP, 3 parvis Louis Néel, F-38016 Grenoble Cedex, France.
Isabelle
I
Pignot-Paintrand
Université Bordeaux, ISM, UMR 5255, ENCSCBP, 16 Avenue Pey Berland, F-33607 Pessac, France.
Valérie
V
Ravaine
Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS), Université Joseph Fourier, Institut de Chimie Moléculaire de Grenoble, 601 rue de la Chimie, F-38041 Grenoble Cedex 9, France.
Anna
A
Szarpak-Jankowska
Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS), Université Joseph Fourier, Institut de Chimie Moléculaire de Grenoble, 601 rue de la Chimie, F-38041 Grenoble Cedex 9, France. Electronic address: rachel.auzely@cermav.cnrs.fr.
Rachel
R
Auzély-Velty
D016503:Drug Delivery Systems; D006820:Hyaluronic Acid / Q000737:chemistry*; D053758:Nanoparticles / Q000737:chemistry*
D006820:Hyaluronic Acid
Hyaluronic acid; Liposomes; Nanogels; Stimuli-responsive hydrogels; Thiol-ene coupling