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Synthesis of an artificial antigen that corresponds to a disaccharide repeating unit of the capsular polysaccharide of Haemophilus influenzae type d. A facile synthesis of methyl 2-acetamido-2-deoxy-β-d-mannopyranoside

✍ Scribed by Björn Classon; Per J. Garegg; Stefan Oscarson; Anna-Karin Tidén

Publisher: Elsevier Science
Year: 1992
Tongue: English
Weight: 809 KB
Volume: 216
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(92)84161-k

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✦ Synopsis

The synthesis is described of p-nitrophenyl 2-acetamido-3-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-2-deoxy-beta -D- mannopyranosiduronic acid, corresponding to the disaccharide repeating unit of the capsular polysaccharide of Haemophilus influenzae type d, which, after conversion of the p-nitro- into a p-amino-phenyl residue, may be attached to a protein to make an artificial antigen for immunological studies. The synthesis incorporates a facile route to the 2-acetamido-2-deoxy-beta-D-mannopyranosyl unit.

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