Selwyn Yorke - Free radical induced oxidative depolymerization of chondroitin sulfate and dermatan sulfate

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      Publication Details (including relevant citation   information):

      Carbohydrate Polymers (1997), 33(1), 47-56


      The glycosaminoglycan (GAG) dermatan sulfate (DS) is a   potentially useful drug for antithrombotic applications.    Natural DS is isolated as a polymer of a mol. wt. of around   25,000.  The predominant disaccharide unit is   IdoA-GalNAc4SO3 but the antithrombotic activity is mediated by   the binding of heparin cofactor II (HCII) to repeating units of   IdoA2SO3-GalNAc4SO3.  The authors hoped, in parallel with   other bioactive GAGs, such as heparin, to improve the pharmacol.   properties of DS by lowering the mol. wt. using oxidative free   radical depolymn.  The method gives a smooth and repeatable   redn. in mol. wt. using chondroitin sulfate as a model system but   it appears to selectively attack the disaccharide unit   IdoA2SO3-GalNAc4SO3 in DS, severely reducing its activity towards   HCII.  In the course of these investigations the authors   found that, in contrast to prior work on heparin, uncharged   polysaccharides cannot be used as stds. for the detn. of mol. wt.   of DS and chondroitin sulfate by high-performance size exclusion   chromatog. with high ionic strength buffers.

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