title: Characterization of chitosan thiolation and application to thiol quantification onto nanoparticle surface.
abstract: The objective of the present work was to establish a simple and appropriated method for the quantification of thiol groups standing on the surface of core-shell nanoparticles elaborated with poly(isobutyl cyanoacrylates) and thiolated chitosan. A critical analysis of the widely used Ellman's method for the determination of thiol groups in various compounds was made. The reduced solubility of the thiolated polymer at the optimal pH of the Ellman's assay (pH 8-8.5) made difficult the accessibility of the Ellman's reagent to thiol groups in the cross-linked polymer. Furthermore, the lack of stability of the Ellman's reaction with time lead to the conclusion that the Ellman's method was of limited value to evaluate thiol groups in thiolated polymers like thiolated chitosan. An alternative and very simple thiol quantification method was developed on the bases of the classical iodine titration. The new method allowed the determination of thiol groups in small amount of samples at acidic pH, and the monitoring of the thiol determination kinetic with time. It was successfully applied to the quantification of active thiol groups on the surface of poly(isobutyl cyanoacrylates) nanoparticles coated with thiol chitosan.
authors.affiliation: Laboratoire de Physicochimie, Pharmacotechnie et Biopharmacie, UMR CNRS 8612, Université Paris-Sud 11, Faculté de Pharmacie, 5, Rue J.B. Clément, 92296 Chatenay Malabry, France.
authors.forename: I
authors.initials: I
authors.lastname: Bravo-Osuna
authors.forename: D
authors.initials: D
authors.lastname: Teutonico
authors.forename: S
authors.initials: S
authors.lastname: Arpicco
authors.forename: C
authors.initials: C
authors.lastname: Vauthier
authors.forename: G
authors.initials: G
authors.lastname: Ponchel
mesh_terms: D048271:Chitosan / Q000031:analogs & derivatives / Q000737:chemistry*; D003124:Colorimetry; D003487:Cyanoacrylates / Q000737:chemistry*; D004228:Dithionitrobenzoic Acid / Q000737:chemistry; D004337:Drug Carriers; D004659:Enbucrilate; D005240:Feasibility Studies; D006863:Hydrogen-Ion Concentration; D017613:Iodine Compounds / Q000737:chemistry; D007700:Kinetics; D008956:Models, Chemical; D053758:Nanoparticles; D011108:Polymers / Q000737:chemistry*; D015203:Reproducibility of Results; D012995:Solubility; D013053:Spectrophotometry; D013438:Sulfhydryl Compounds / Q000032:analysis*; D013439:Sulfhydryl Reagents / Q000737:chemistry; D013678:Technology, Pharmaceutical / Q000379:methods*
chemical_list: D003487:Cyanoacrylates; D004337:Drug Carriers; D017613:Iodine Compounds; D011108:Polymers; D013438:Sulfhydryl Compounds; D013439:Sulfhydryl Reagents; D048271:Chitosan; D004228:Dithionitrobenzoic Acid; D004659:Enbucrilate