Preparation, characterization, and antibacterial activity of oleic acid-grafted chitosan oligosaccharide nanoparticles

Abstract

An oleic acid-grafted chitosan oligosaccharide (CSO-OA) with different degrees of amino substitution (DSs) was synthesized by the 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC)-mediated coupling reaction. Fourier transform infrared spectroscopy (FT-IR) suggested the formation of an amide linkage between amino groups of chitosan oligosaccharide and carboxyl groups of oleic acid. The critical aggregation concentrations (CACs) of CSO-OA with 6%, 11%, and 21% DSs were 0.056, 0.042, and 0.028 mg$mL -1 , respectively. Nanoparticles prepared with the sonication method were characterized by means of transmission electron microscopy (TEM) and Zetasizer, and the antibacterial activity against Escherichia coli and Staphylococcus aureus was investigated. The results showed that the CSO-OA nanoparticles were in the range of 60-200 nm with satisfactory structural integrity. The particle size slightly decreased with the increase of DS of CSO-OA. The antibacterial trial showed that the nanoparticles had good antibacterial activity against E. coli and S. aureus.

Self-assembled polymeric nanoparticles based on oleic acid-grafted chitosan oligosaccharide: biocompatibility, protein adsorption and cellular uptake

“…The coupling reaction between the amino group of CSO and the carboxyl group of OA was confirmed by infrared spectrum in our previous study [27]. The morphological characteristic of the OA-g-CSO nanoparticles evaluated by TEM was shown in Fig.…”

“…As reported in our previous study [27], OA-g-CSO was synthesized via the reaction of the carboxyl group of OA with the primary amino group of CSO mediated by EDC.…”

Preparation and characteristic of lactose‐oleoylchitosan and the application of its self‐aggregates as drug delivery system

“…As hydrophobic molecule, pyrene is apt to concentrate in the hydrophobic domains of amphipathic molecules. 8,38 The intensity ratio of the third peak (at 384 nm) and the first peak (at 373 nm) I 3 /I 1 is regularly utilized to study the change in environmental polarity based upon the association of amphipathic molecules in solutions. 39,40 As soon as the micellization of Lac-OCH, the hydrophobic microdomain attributed to oleoyl chain will be occupied by pyrene, 1 causing the increasing of the intensity ratio I 3 /I 1 .…”

“…Chitosan, a native cationic polymer consisting of D-glucosamine and N-acetyl-D-glucosamine 4,5 linked by b-(1!4) glycosidic bond, [6][7][8] is harvested from the exoskeleton of crustaceans and insects as chitin and goes through alkaline deacetylation. 9 Chitosan is known to be a favorable pharmaceutical material because of its excellent biocompatibility, biodegradability, low immunogenicity, and biological activities.…”

An artificial neural network (ANN)-based framework for the Cr removal from the spiked water samples by chitosan oligosaccharide-coated iron oxide nanoparticles

“…Chromium is dominantly removed by surface reduction of Cr(VI) to Cr(III) followed by adsorption of Cr(III) [14]. Recent advances in nanotechnology have suggested that nanoparticles can be explored for applications in water and wastewater treatment [15].…”