Preparation and structure of heparin lyase-derived heparan sulfate oligosaccharides |
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| Authors: | Goupille, Ronald E. Smith, April E. Toida, Toshihiko Linhardt, Robert J. |
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| Affiliation: | Division of Medicinal and Natural Products Chemistry, College of Pharmacy IA 52242, USA
1Department of Chemical and Biochemical Engineering, College of Engineering, University of Iowa Iowa City, IA 52242, USA |
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| Abstract: | Porcine intestinal mucosal heparan sulfate was exhaustivelydepolymerized on a large scale using beparin lyase II (heparinaseII) or heparin lyase III (heparitinase, EC 4.2.2.8[EC]). The oligosaccharidemixtures formed with each enzyme were fractionated by low pressuregel permeation chromatography. Size-uniform mixtures of disaccharides,tetrasaccharides, and hexasaccharides were obtained. Each size-fractionatedmixture was then purified on the basis of charge by repetitivesemipreparative strong-anion-exchange high-performance liquidchromatography. This approach has led to the isolation of 13homogenous oligosaccharides. The purity of each oligosaccharidewas demonstrated by the presence of a single peak on analyticalstrong-anion-exchange high-performance liquid chromatographyand reversed polarity capillary electrophoresis. The structuresof these oligosaccharides were established using 500 MHz one-and two-dimensional nuclear magnetic resonance spectroscopy.Three of the thirteen structures that were solved were novelwhile the remaining 10 have been previously described. All ofthe structures obtained using heparin lyase III contained a |
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