Issue 20, 2011

Palmitoylation of xanthan polysaccharide for self-assembly microcapsule formation and encapsulation of cells in physiological conditions

Abstract

Hydrophobized polysaccharides have emerged as a promising strategy in the biomedical field due to the versatility to design functional structures through the spontaneous self-assembly in cell-friendly conditions. Based on this concept, xanthan, a bacterial extracellular polysaccharide with potential as encapsulating matrix, was conjugated with hydrophobic palmitoyl groups to obtain an amphiphilic system able to form capsules by self-assembly processes. The conjugation of xanthan was performed at different xanthan/palmitoyl chloride ratios and Fourier transformed infrared, 1H nuclear magnetic resonance spectroscopies, as well as wide angle X-ray diffraction, differential scanning calorimetry were performed to characterize the obtained conjugates. The results showed that the increase in the hydrophobic reactant promoted higher hydrophobic interaction and consequently higher molecular organization. At certain palmitoyl concentrations and through a proper balance between charge repulsion and hydrophobic interaction, the amphiphilic molecules self-assembled into stable capsular hollow structures in the presence of physiological ion concentration and pH. Poly-L-lysine coated microcapsules with an average diameter of 576.6 ± 74 μm and homogenous size distribution were obtained. The morphology revealed by scanning electron microscopy showed microcapsules with two distinct layers. The ability of palmitoyl-xanthan microcapsules to sustain viability and proliferation of encapsulated cells was confirmed by AlamarBlue and DNA assays. These findings suggest the application of palmitoyl-xanthan microcapsules as a potential material for cell encapsulation in cell-based therapies.

Graphical abstract: Palmitoylation of xanthan polysaccharide for self-assembly microcapsule formation and encapsulation of cells in physiological conditions

Supplementary files

Article information

Article type
Paper
Submitted
04 Apr 2011
Accepted
06 Jun 2011
First published
04 Aug 2011

Soft Matter, 2011,7, 9647-9658

Palmitoylation of xanthan polysaccharide for self-assembly microcapsule formation and encapsulation of cells in physiological conditions

A. C. Mendes, E. T. Baran, C. Nunes, M. A. Coimbra, H. S. Azevedo and R. L. Reis, Soft Matter, 2011, 7, 9647 DOI: 10.1039/C1SM05594A

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