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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Role of the orientation of –OH groups in the sensitivity and selectivity of the interaction of M~(2+)with ribosyl- and galactosyl-imino-conjugates
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Role of the orientation of –OH groups in the sensitivity and selectivity of the interaction of M~(2+)with ribosyl- and galactosyl-imino-conjugates

机译：-OH基团的取向在M〜（2+）与核糖基和半乳糖基-亚氨基结合物相互作用的敏感性和选择性中的作用

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摘要

Three glyco-conjugates, viz., L_1, L_2 and L_3, which differ either in their carbohydrate moiety or in theiraromatic moiety or both, were synthesized and characterized and were shown to have β-anomeric formbased on ~1H NMR and optical rotation studies. Metal ion interaction studies carried out in solution byemission and absorption spectral techniques exhibited selectivity towards Cu~(2+) in HEPES buffer and atwo fold higher sensitivity for L_2 as compared to L_1. The composition of the complexed species hasbeen established based on ESI MS. Dinuclear-Cu(II) complexes of all these conjugates have beensynthesized and characterized based on analytical and spectral methods including FTIR,~1 H NMR,FAB MS, EPR, ORD, CD and magnetism, and the structures of 1 and 3 have been established based onsingle crystal XRD. The structures revealed subtle differences present in the orientation of the -OHgroups and also their ion binding preferences both at the molecular level as well as at the lattice levels.In the dinuclear-Cu(II) complexes, while C3-O- of ribosyl acts as a bridging moiety in 1, it is the C2-O-of galactosyl that bridges in 3 and the Cu_2O_2, cores are stabilized by two intra-complex H-bondinteractions formed using C4-OH in the case of 1 and C3-OH in the case of 3. While the glyco-moiety ispoised perpendicular to the average plane of the Cu_2O_2core in 1, this is in plane in the case of 3.
机译：合成并表征了三个糖缀合物，即L_1，L_2和L_3，它们的碳水化合物部分或芳族部分或两者都不同，并且基于〜1 H NMR和旋光性研究显示它们具有β-异头物形式。在溶液中通过发射和吸收光谱技术进行的金属离子相互作用研究显示出对HEPES缓冲液中Cu〜（2+）的选择性，并且对L_2的敏感性是L_1的两倍。基于ESI MS已经建立了复杂物种的组成。所有这些共轭物的双核Cu（II）配合物均已基于包括FTIR，〜1 H NMR，FAB MS，​​EPR，ORD，CD和磁性在内的分析和光谱方法进行了合成和表征，并已建立了1和3的结构基于单晶XRD。该结构揭示了-OH基团的取向存在微妙的差异，以及它们在分子水平和晶格水平的离子结合偏好。在双核Cu（II）配合物中，核糖基的C3-O-起作用作为1中的桥连部分，是在3中桥接的半乳糖基的C2-O-和Cu_2O_2，在1和C3-OH的情况下，通过使用C4-OH形成的两个内复合H键相互作用，核心得以稳定。在3的情况下，糖部分垂直于Cu_2O_2core的平均平面分布，而在3的情况下，它是平面内。

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