Characterization of chitosan thiolation and application to thiol quantification onto nanoparticle surface

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 me...

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Bibliographic Details
Published in:International journal of pharmaceutics 2007-08, Vol.340 (1), p.173-181
Main Authors: Bravo-Osuna, I., Teutonico, D., Arpicco, S., Vauthier, C., Ponchel, G.
Format: Article
Language:English
Subjects:
Biological and medical sciences
Chitosan - analogs & derivatives
Chitosan - chemistry
Colorimetry
Cyanoacrylates - chemistry
Dithionitrobenzoic Acid - chemistry
DNTB
Drug Carriers
Ellman's reagent
Feasibility Studies
General pharmacology
Hydrogen-Ion Concentration
Iodine Compounds - chemistry
Iodine titration
Kinetics
Medical sciences
Models, Chemical
Nanoparticles
Pharmaceutical technology. Pharmaceutical industry
Pharmacology. Drug treatments
Polymers - chemistry
Reproducibility of Results
Solubility
Spectrophotometry
Sulfhydryl Compounds - analysis
Sulfhydryl Reagents - chemistry
Surface modified nanoparticles
Technology, Pharmaceutical - methods
Thiolated chitosan
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Summary: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.
ISSN:0378-5173
1873-3476
DOI:10.1016/j.ijpharm.2007.03.019