Novel functional biodegradable polymer: synthesis and anticoagulant activity of poly(gamma-glutamic acid)sulfonate (gamma-PGA-sulfonate)

Bioconjug Chem. 2002 Jan-Feb;13(1):23-8. doi: 10.1021/bc010008d.

Abstract

gamma-Poly(glutamic acid) (gamma-PGA), which is produced by Bacillus subtilis, was sulfonated using 2-aminoethane-1-sulfonic acid (taurine) in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (WSC) to give sulfonated gamma-PGA (gamma-PGA-sulfonate). From (1)H NMR spectroscopy and IR spectroscopy, it was confirmed that taurine was introduced to the side chain of gamma-PGA via an amide linkage. By altering the synthetic conditions, it was possible to control the content of sulfonate in gamma-PGA-sulfonate. Anticoagulant activity was investigated in order to evaluate the biological activity of gamma-PGA-sulfonate by the Lee-White test. The clotting time was prolonged when the concentration of gamma-PGA-sulfonate on the degree of sulfonation was increased. It becomes clear that gamma-PGA-sulfonate is potentially useful for various medical applications, such as drug delivery, tissue engineering, and medical materials.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anticoagulants / chemical synthesis*
  • Anticoagulants / pharmacology*
  • Bacillus subtilis / metabolism
  • Esters / chemistry
  • Humans
  • Hydrolysis
  • In Vitro Techniques
  • Molecular Weight
  • Polyglutamic Acid / analogs & derivatives
  • Polyglutamic Acid / chemical synthesis*
  • Polyglutamic Acid / pharmacology*
  • Solubility
  • Solutions
  • Taurine / chemistry

Substances

  • Anticoagulants
  • Esters
  • Solutions
  • poly(glutamic acid)sulfonate
  • Taurine
  • Polyglutamic Acid