title: Enzymatic preparation of heparin disaccharides as building blocks in glycosaminoglycan synthesis.
abstract: Pharmaceutical heparin and heparan sulfate, isolated from a side-stream of a commercial heparin manufacturing process, have been enzymatically depolymerzed with heparin lyases obtained from Flavobacterium heparinun. Heparin afforded a trisulfated disaccharide product that was recovered from the reaction mixture using gel permeation chromatography. Heparan sulfate afforded unsulfated disaccharide that was conveniently recovered from the product mixture by ion exchange chromatography. Both disaccharides were obtained in gram amounts at 90% or higher purity. Both enzymatically prepared disaccharides were chemically protected to prepare building blocks required for the future chemical synthesis of therapeutically valuable heparin oligosaccharides.
authors: Natural Products Research Institute, Seoul National University, Korea.
authors: Y S
authors: YS
authors: Kim
authors: C
authors: C
authors: Thanawiroon
authors: H G
authors: HG
authors: Bazin
authors: R J
authors: RJ
authors: Kerns
authors: R J
authors: RJ
authors: Linhard
mesh_terms: D000818:Animals; D005591:Chemical Fractionation; D002850:Chromatography, Gel; D004187:Disaccharides / Q000138:chemical synthesis*; D005417:Flavobacterium / Q000201:enzymology; D006025:Glycosaminoglycans / Q000096:biosynthesis*; D006493:Heparin / Q000138:chemical synthesis* / Q000737:chemistry*; D019763:Heparin Lyase / Q000378:metabolism; D006497:Heparan Sulfate / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D007413:Intestinal Mucosa / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D013552:Swine
chemical_list: D004187:Disaccharides; D006025:Glycosaminoglycans; D006493:Heparin; D019763:Heparin Lyase; D006497:Heparan Sulfate