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Synthesis of an STnThr analogue, structurally based on a TnThr antigen mimetic.
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-09-07 , DOI: 10.1039/d0ob01749c
Francesco Papi 1 , Arnaud Pâris 2 , Pierre Lafite 2 , Richard Daniellou 2 , Cristina Nativi 1
Affiliation  

The monosaccharide Tn and the disaccharide STn are tumor antigens with similar structures and common biosynthetic pathways. Both are always over-expressed simultaneously on tumor cell surfaces. We report herein the efficient synthesis of the STnThr antigen analogue 2, featuring the immunogenic TnThr mimetic 1 aglycon. Analogously to the native STn, 2 is recognized by the influenza N1 neuraminidase. A model of the N1·2 complex showed the sialyl moiety of 2 well nested in the active site pocket, with docking unaffected by the rigid aglycon. The analogue 2 is, therefore, in association with mimetic 1, a good determinant for the design of new multiantigen cancer vaccines.

中文翻译:

STnThr 类似物的合成,在结构上基于 TnThr 抗原模拟物。

单糖Tn和二糖STn是具有相似结构和共同生物合成途径的肿瘤抗原。两者总是在肿瘤细胞表面同时过表达。我们在此报告了 STnThr 抗原类似物2的有效合成,具有免疫原性 TnThr 模拟物1糖苷配基。与天然 STn 类似,2流感N1 神经氨酸酶识别。N1· 2复合物模型显示2的唾液酸部分很好地嵌套在活性位点口袋中,对接不受刚性苷元的影响。因此,模拟物2与模拟物1相关联,是设计新的多抗原癌症疫苗的一个很好的决定因素。
更新日期:2020-09-30
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