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Synthesis and immunochemical evaluation of a novel Neisseria meningitidis serogroup A tetrasaccharide and its conjugate

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Abstract

A tetrameric repeating unit of capsular polysaccharide (CPS) of Neisseria meningitidis A (MenA) containing phosphodiester α-(1→6) linkages between N-acetyl-3-O-acetyl-D-mannosamine moieties was synthesized with excellent yield using stereoselective glycosyl phosphorylation strategy. The synthesized tetrasaccharide was conjugated with tetanus toxoid protein (TT) to furnish a glycoconjugate derivative in satisfactory yield. The immunochemical properties of the tetrasaccharide and semi-synthetic glycoconjugate derivative were evaluated for the development of a potential MenA vaccine candidate.

Graphical abstract: Synthesis and immunochemical evaluation of a novel Neisseria meningitidis serogroup A tetrasaccharide and its conjugate

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Publication details

The article was received on 13 Jun 2017, accepted on 14 Aug 2017 and first published on 15 Aug 2017


Article type: Research Article
DOI: 10.1039/C7QO00468K
Citation: Org. Chem. Front., 2017, Advance Article
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    Synthesis and immunochemical evaluation of a novel Neisseria meningitidis serogroup A tetrasaccharide and its conjugate

    K. R. Harale, J. K. Rout, M. K. Chhikara, D. S. Gill and A. K. Misra, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00468K

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