title: Enzymatic placement of 6-O-sulfo groups in heparan sulfate.
abstract: Heparan sulfate is a highly sulfated polysaccharide that exhibits important physiological and pathological functions. The glucosamine residue of heparan sulfate can carry sulfo groups at the 2-N, 3-O, and 6-O positions, leading to diverse polysaccharide structures. 6-O-Sulfation at the glucosamine residue contributes to a wide range of biological functions. Here, we report a method for controlling the positioning of 6-O-sulfo groups in oligosaccharides. This was achieved by synthesizing oligosaccharide backbones from a disaccharide building block utilizing glycosyltransferases followed by modifications using heparan sulfate N-sulfotransferase and 6-O-sulfotransferases. This method offers a viable approach for preparing heparan sulfate oligosaccharides with precisely located 6-O-sulfo groups.
authors.affiliation: Division of Medicinal Chemistry and Natural Products, Eshelman School of Pharmacy, University of North Carolina at Chapel Hill, NC 27599, USA.
authors.forename: Renpeng
authors.initials: R
authors.lastname: Liu
authors.forename: Jian
authors.initials: J
authors.lastname: Liu
mesh_terms: D002240:Carbohydrate Sequence; D004926:Escherichia coli / Q000201:enzymology; D005240:Feasibility Studies; D006497:Heparan Sulfate / Q000737:chemistry* / Q000378:metabolism*; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D016979:Pasteurella multocida / Q000201:enzymology; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D013431:Sulfates / Q000737:chemistry / Q000378:metabolism; D014166:Transferases / Q000378:metabolism*
chemical_list: D006497:Heparan Sulfate; D009844:Oligosaccharides; D013431:Sulfates; D014166:Transferases