Zwitterionic chitosan derivatives for pH-sensitive stealth coating

Biomacromolecules. 2010 Sep 13;11(9):2352-8. doi: 10.1021/bm100481r.

Abstract

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.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry
  • Animals
  • Chitosan / chemical synthesis
  • Chitosan / chemistry*
  • Chitosan / pharmacology*
  • Complement Activation / drug effects*
  • Hemolysis / drug effects*
  • Humans
  • Hydrogen-Ion Concentration
  • Injections, Intraperitoneal
  • Lymphocytes / drug effects*
  • Macrophages / drug effects*
  • Mice
  • Mice, Inbred ICR
  • Rats
  • Rats, Sprague-Dawley
  • Succinic Anhydrides / chemistry

Substances

  • Amides
  • Succinic Anhydrides
  • succinic anhydride
  • Chitosan