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Influence of side-chain interactions on the self-assembly of discotic tricarboxyamides: a crystallographic insight

机译:侧链相互作用对椎间盘三羧酸滤乱自组装的影响:晶体洞察

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摘要

Different assembly and behaviour of homologous discotic tricarboxyamides containing beta-alanine and gamma-aminobutyric acid have been investigated. From UV/Vis and FT-IR spectroscopy the tricarboxyamides have similar self-assembly patterns. But, the tricarboxyamide 2 containing gamma-aminobutyric acid residues forms a gel in aromatic solvents after heating, cooling and ageing. However, the beta-alanine analogue 1 failed to form a gel under the same conditions. From FE-SEM studies the tricarboxyamide 1 shows unbranched rod like morphology but the tricarboxyamide 2 exhibits an entangled fiber network. Finally, the X-ray crystallography reveals that both the tricarboxyamides 1 and 2 adopt 3-fold intermolecular H-bonded helical columnar structures. Detailed structural analysis shows that the individual helical columnar structures of tricarboxyamide 2 are themselves self-assembled through multiple hydrophobic interactions between side chains and thereby form a supramolecular network structure. However, the tricarboxyamide 1 columns are self-assembled into a supramolecular bundle-like structure. The result indicates that side chain interactions have a drastic effect on quaternary structure and function.
机译:已经研究了含有β-丙氨酸和γ-氨基丁酸的同源椎间盘苄酰胺的不同组装和行为。来自UV / VI和FT-IR光谱,三羧酰胺具有类似的自组装图案。但是,在加热,冷却和老化后,含有γ-氨基丁酸残基的三羧酰胺2在芳族溶剂中形成凝胶。然而,β-丙氨酸类似物1未能在相同条件下形成凝胶。来自FE-SEM研究,三羧酸甲酰胺1显示了不同的胶质,如形态,但三羧酰胺2表现出缠绕的纤维网络。最后,X射线结晶术显示三羧酸甲酰1和2都采用3倍的分子间H键合螺旋柱状结构。具体的结构分析表明,三羧酰胺2的单个螺旋柱状结构本身通过侧链之间的多种疏水相互作用自组装,从而形成超分子网络结构。然而,三羧酰胺1柱被自组装成超分子束状结构。结果表明,侧链相互作用对第四纪结构和功能具有激烈影响。

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  • 来源
    《RSC Advances》 |2015年第40期|共7页
  • 作者单位

    Indian Inst Sci Educ &

    Res Kolkata Dept Chem Sci Mohanpur 741246 W Bengal India;

    Indian Inst Sci Educ &

    Res Kolkata Dept Chem Sci Mohanpur 741246 W Bengal India;

    Indian Inst Sci Educ &

    Res Kolkata Dept Chem Sci Mohanpur 741246 W Bengal India;

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  • 正文语种 eng
  • 中图分类 化学;
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