title: Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides.
abstract: A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida.
authors.affiliation: Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, USA.
authors.forename: Chao
authors.initials: C
authors.lastname: Cai
authors.forename: Kristi
authors.initials: K
authors.lastname: Edgar
authors.forename: Jian
authors.initials: J
authors.lastname: Liu
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Linhardt
mesh_terms: D002240:Carbohydrate Sequence; D060326:Chemistry Techniques, Synthetic; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D029968:Escherichia coli Proteins / Q000737:chemistry / Q000378:metabolism; D006031:Glycosylation; D016695:Glycosyltransferases / Q000737:chemistry / Q000378:metabolism; D006493:Heparin / Q000138:chemical synthesis / Q000737:chemistry*; D006495:Heparin, Low-Molecular-Weight / Q000138:chemical synthesis*; D006865:Hydrogenation; D019811:Hydroxylamine / Q000737:chemistry; D008969:Molecular Sequence Data; D008970:Molecular Weight; D017351:N-Acetylglucosaminyltransferases / Q000737:chemistry / Q000378:metabolism; D016979:Pasteurella multocida / Q000201:enzymology
chemical_list: D004187:Disaccharides; D029968:Escherichia coli Proteins; D006495:Heparin, Low-Molecular-Weight; C560363:heparosan; D019811:Hydroxylamine; D006493:Heparin; D016695:Glycosyltransferases; C413756:KfiA protein, E coli; D017351:N-Acetylglucosaminyltransferases; C450833:heparosan synthase