Preparation of polymeric micelles based on chitosan bearing a small amount of highly hydrophobic groups

A method has been developed to obtain micelles based on amphiphilic chitosan derivatives which were synthesized by grafting hydrophobic stearoyl, palmitoyl and octanoyl aliphatic chains onto molecules of chitosan with degrees of substitution from 0.9% to 29.6%. The N-fatty acylations were carried out by reacting carboxylic anhydride with chitosan in dimethyl sulfoxide. The chitosan derivative-based micelles were spherical as observed by transmission electron microscope (TEM). Their sizes were in the range of 140-278 nm as measured by dynamic light scattering (DLS). The micellar critical aggregation concentration (CAC) can reach 1.99 X 10(-3) mg/mL, indicating that they are more stable upon dilution than micelles based on other chitosan derivatives such as deoxycholic acid-modified chitosan reported previously. (c) 2006 Elsevier Ltd. All rights reserved.