Selective N-desulfation of heparin with dimethyl sulfoxide containing water or methanol.
A solvolytic N-desulfation of heparin was developed by treatment of its pyridinium salt with dimethyl sulfoxide containing 5% of water or methanol for 1.5 h at 50 degrees. Chemical and chromatographic studies showed that the solvolytic desulfation is a useful method for N-desulfation of heparin without depolymerization of the heparin molecule. The partially N-desulfated heparins were also obtained by treatment with dimethyl sulfoxide containing 5% of water at 20 degrees, and their anticoagulant activity is related to the degree of N-desulfation.
D055598:Chemical Phenomena; D002621:Chemistry; D004121:Dimethyl Sulfoxide; D006493:Heparin / Q000032:analysis; D000432:Methanol; D010084:Oxidation-Reduction; D013464:Sulfuric Acids / Q000032:analysis; D014867:Water
D013464:Sulfuric Acids; D014867:Water; D006493:Heparin; D000432:Methanol; D004121:Dimethyl Sulfoxide