title: Facile syntheses of the disaccharide repeating unit of the O-antigenic polysaccharide of Burkholderia pseudomallei strain 304b and its dimer and trimer.
abstract: A highly efficient strategy for the preparation of a disaccharide-repeating unit of the O-antigenic polysaccharide of Burkholderia pseudomallei strain 304b, and its dimer and trimer, has been developed through a regio- and stereoselective manner using p-methoxylphenyl 2,4,6-tri-O-benzoyl-α-D-glucopyranoside and 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-6-deoxy-α-L-talopyranosyl trichloroacetimidate as the key synthons. The target molecules were equipped with a p-methoxylphenyl handle at the reducing terminus to allow for their further functionalization and attachment to a carrier protein.
authors.affiliation: Department of Applied Chemistry, China Agricultural University, Beijing 100193, China.
authors.forename: Guanghui
authors.initials: G
authors.lastname: Zong
authors.forename: Xiangyan
authors.initials: X
authors.lastname: Cai
authors.forename: Xiaomei
authors.initials: X
authors.lastname: Liang
authors.forename: Jianjun
authors.initials: J
authors.lastname: Zhang
authors.forename: Daoquan
authors.initials: D
authors.lastname: Wang
mesh_terms: D016957:Burkholderia pseudomallei / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003837:Deoxy Sugars / Q000737:chemistry; D004187:Disaccharides / Q000138:chemical synthesis*; D005947:Glucose / Q000737:chemistry; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D006601:Hexoses / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D019081:O Antigens / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis
chemical_list: D003837:Deoxy Sugars; D004187:Disaccharides; D005960:Glucosides; D006601:Hexoses; D019081:O Antigens; D009844:Oligosaccharides; C011754:6-deoxytalose; D005947:Glucose