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

Bravo‐Osuna, Irene; Teutonico, Donato; Berlier, Gloria; Vauthier, Christine; Ponchel, G.

doi:10.1016/j.ijpharm.2007.03.019

Cited by 74 publications

(53 citation statements)

References 54 publications

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“…Mercapto groups are qualitatively determined by using Ellman's reaction which is commonly used for the determination of thiol group contents in protein samples. 45 Fig. 6c shows a mercapto modified monolith in methanol (left hand side) and in an Ellman's reactant/buffer solution (right hand side), where the conversion to the yellow product (the TNB 2− ion) of the Ellman's reactant is clearly evident.…”

Section: Functional Group Accessibilitymentioning

confidence: 99%

Flexible organofunctional aerogels

et al. 2017

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Flexible inorganic-organic silica aerogels based on methyltrimethoxysilane (MTMS, CH 3 Si(OCH 3 ) 3 ) can overcome the drawbacks of conventional silica aerogels by introducing high mechanical strength, elastic recovery and hydrophobicity to monolithic materials. In this work, MTMS is co-condensed with organofunctional alkoxysilanes RSi(OMe) 3 (R = vinyl, chloropropyl, mercaptopropyl, methacryloxypropyl, etc.) yielding aerogels that are not only flexible but also contain reactive functional groups. Sol-gel parameters, such as the MTMS/RSi(OMe) 3 ratio, have been systematically investigated in terms of gelation behavior, complete/incomplete incorporation of the functional organic groups (confirmed by FTIR-ATR and Raman spectroscopy) and flexibility of the resulting gel. Sterically more demanding functional moieties lead to macroscopic phase separation; however, this problem was overcome by the employment of surfactants. Functional aerogels dried by supercritical extraction with carbon dioxide showed promising results in uniaxial compression tests and had an elastic recovery up to 60%. Furthermore, the accessibility of the functional groups was demonstrated by simple reactions, e.g. conversion of the chloro into azido groups via a nucleophilic substitution reaction with NaN 3 followed by click reactions.

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Section: Functional Group Accessibilitymentioning

confidence: 99%

Flexible organofunctional aerogels

et al. 2017

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“…24,30 Twenty milligrams of the lyophilized NPs was hydrated in 6 mL of demineralized water. Following adjustment of pH to 2-3 with 1 mol/L HCl, the solution became clear.…”

Section: Preparation Of Thiolated Chitosan-pmma Npsmentioning

confidence: 99%

“…6,23 All these properties make the thiolated chitosan a very desirable material for increasing the absorption of peptides and NPs through the mucosa. 24 Due to these favorable characteristics of chitosan, many researchers in recent years have investigated the preparation and evaluation of NPs obtained from the copolymerization of acrylate derivatives, coated with chitosan or its derivatives. [17][18][19]25 In this study, the potential use of NPs prepared by the copolymerization of poly methyl methacrylate (pMMA) and chitosan-glutathione conjugates as a carrier for oral delivery of a hydrophobic drug (DTX) was investigated.…”

Section: Introductionmentioning

confidence: 99%

Thiolated chitosan nanoparticles for enhancing oral absorption of docetaxel: preparation, in vitro and ex vivo evaluation

Saremi

Atyabi

Akhlaghi³

et al. 2011

IJN

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The aim of this study was to prepare and evaluate mucoadhesive core-shell nanoparticles based on copolymerization of thiolated chitosan coated on poly methyl methacrylate cores as a carrier for oral delivery of docetaxel. Docetaxel-loaded nanoparticles with various concentrations were prepared via a radical emulsion polymerization method using cerium ammonium nitrate as an initiator. The physicochemical properties of the obtained nanoparticles were characterized by: dynamic light-scattering analysis for their mean size, size distribution, and zeta potential; scanning electron microscopy and transmission electron microscopy for surface morphology; and differential scanning calorimetry analysis for confirmation of molecular dispersity of docetaxel in the nanoparticles. Nanoparticles were spherical with mean diameter below 200 nm, polydispersity of below 0.15, and positive zeta potential values. The entrapment efficiency of the nanoparticles was approximately 90%. In vitro release studies showed a sustained release characteristic for 10 days after a burst release at the beginning. Ex vivo studies showed a significant increase in the transportation of docetaxel from intestinal membrane of rat when formulated as nanoparticles. Cellular uptake of nanoparticles was investigated using fluoresceinamine-loaded nanoparticles. Docetaxel nanoparticles showed a high cytotoxicity effect in the Caco-2 and MCF-7 cell lines after 72 hours. It can be concluded that by combining the advantages of both thiolated polymers and colloidal particles, these nanoparticles can be proposed as a drug carrier system for mucosal delivery of hydrophobic drugs.

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“…[23] Briefly, 50 mg of TH-NPs were dissolved in 0.5 M phosphate buffer pH 8, into which 0.5 ml of Ellman's reagent (5.5-dithiobis (2-nitrobenzoic acid) dissolved in 0.5 M phosphate buffer, pH 8) was added. Samples were incubated at 37°C in water bath and protected from light for 2 h. The content of thiol groups was determined spectrophotometrically at a wavelength of 450 nm.…”

Section: Determination Of the Thiol And Disulphide Group Contentmentioning

confidence: 99%