Publication Type
Publication Type
Peer Reviewed Journal
Mandatory Citation Fields
Authors
Olsson JD, Oscarson S;
Year
2010
Month
July
Journal
Carbohydrate Research
Title
Synthesis of phosphorylated 3,4-branched trisaccharides corresponding to LPS inner core structures of Neisseria meningitidis and Haemophilus influenzae.
Status
Published
Times Cited
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Volume
345
Issue
10
Start Page
1331
End Page
1338
Abstract
2-(N-Benzyloxycarbonyl)aminoethyl 7-O-acetyl-6-O-allyl-2-O-benzoyl-4-O-benzyl-3-O-chloroacetyl-l-glycero-alpha-d-manno-heptopyranosyl-(1-->3)-[2,3,4,6-tetra-O-benzoyl-beta-d-glucopyranosyl-(1-->4)]-6,7-di-O-acetyl-2-O-benzyl-l-glycero-alpha-d-manno-heptopyranoside, a spacer-equipped protected derivative of the common 3,4-branched diheptoside trisaccharide structure of the lipopolysaccharide core of Neisseria meningitidis and Haemophilus influenzae has been synthesized. The protecting group pattern installed allows regioselective introduction of phosphoethanolamine residues in the 3- and 6-position of the second heptose unit in accordance with native structures. From this intermediate the 3-and 6-monophosphoethanolamine as well as the non-phosphorylated deprotected trisaccharides have been synthesized to be used in evaluation of antibody binding specificity and in investigation of the substrate specificity of glycosyl transferases involved in the biosynthesis of LPS core structures.
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ISBN / ISSN
Edition
URL
DOI Link
10.1016/j.carres.2010.03.006
Grant Details
Grant Details