Synthesis and immunochemical evaluation of a novel Neisseria meningitidis serogroup A tetrasaccharide and its conjugate,Organic Chemistry Frontiers

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Synthesis and immunochemical evaluation of a novel Neisseria meningitidis serogroup A tetrasaccharide and its conjugate
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2017-08-15 00:00:00 , DOI: 10.1039/c7qo00468k
Kishore R. Harale _{1,

2,

3} , Jeetendra K. Rout _{1,

2,

3} , Manoj Kumar Chhikara _{1,

2,

3} , Davinder S. Gill _{1,

2,

3} , Anup Kumar Misra _{3,

4,

5,

6}

Affiliation

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.

中文翻译：

新型脑膜炎奈瑟氏球菌血清A群四糖及其缀合物的合成及免疫化学评价

使用立体选择性糖基合成了N-乙酰基-3 - O-乙酰基-D-甘露糖胺部分之间具有磷酸二酯α-（1→6）键的脑膜炎奈瑟氏球菌A（MenA）荚膜多糖（CPS）的四聚体重复单元。磷酸化策略。合成的四糖与破伤风类毒素蛋白（TT）缀合，以令人满意的产率提供糖缀合物衍生物。评价了四糖和半合成糖缀合物衍生物的免疫化学特性，以开发潜在的MenA候选疫苗。

更新日期：2017-08-29

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