Zwitterionic Chitosan Derivatives for pH-Sensitive Stealth Coating

Zwitterionic chitosan, a chitosan derivative with a unique pH-dependent charge profile, was employed to create a stealth coating on the cationic surface of drug carriers. Zwitterionic chitosans were synthesized by amidation of chitosan with succinic anhydride. The succinic anhydride-conjugated chito...

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Bibliographic Details
Published in:Biomacromolecules 2010-09, Vol.11 (9), p.2352-2358
Main Authors: Xu, Peisheng, Bajaj, Gaurav, Shugg, Tyler, Van Alstine, William G, Yeo, Yoon
Format: Article
Language:English
Subjects:
Amides - chemistry
Animals
Applied sciences
Biological and medical sciences
Chitosan - chemical synthesis
Chitosan - chemistry
Chitosan - pharmacology
Complement Activation - drug effects
Exact sciences and technology
General pharmacology
Hemolysis - drug effects
Humans
Hydrogen-Ion Concentration
Injections, Intraperitoneal
Lymphocytes - drug effects
Macrophages - drug effects
Medical sciences
Mice
Mice, Inbred ICR
Natural polymers
Pharmaceutical technology. Pharmaceutical industry
Pharmacology. Drug treatments
Physicochemistry of polymers
Rats
Rats, Sprague-Dawley
Starch and polysaccharides
Succinic Anhydrides - chemistry
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Summary:Zwitterionic chitosan, a chitosan derivative with a unique pH-dependent charge profile, was employed to create a stealth coating on the cationic surface of drug carriers. Zwitterionic chitosans were synthesized by amidation of chitosan with succinic anhydride. The succinic anhydride-conjugated chitosan had an isoelectric point, which could be easily tuned from pH 4.9 to 7.1 and showed opposite charges below and above the isoelectric point. The succinic anhydride-conjugated chitosan was able to inhibit the protein adsorption to the cationic surface at physiological pH, compatible with blood components and well tolerated upon intraperitoneal injection. The succinic anhydride-conjugated chitosan has the potential to serve as a coating material to prevent protein adsorption to cationic surfaces, which can be removed in a pH-responsive manner.
ISSN:1525-7797
1526-4602
DOI:10.1021/bm100481r