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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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