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Self-assembling behavior of pyrimidine analogues: Unveiling the factors behind morphological diversity
Journal of Colloid and Interface Science ( IF 9.9 ) Pub Date : 2018-03-17 , DOI: 10.1016/j.jcis.2018.03.058
Pavel Banerjee , Arghajit Pyne , Siddhartha Pal , Chandan Kumar Karan , Nilmoni Sarkar

Studying the self-assembly of uracil derivatives has great importance in biochemistry and nanotechnology. Now, in order to architect unique and interesting nucleobase nanostructures, herein, we report a simple, yet robust uracil moiety based platform which is potentially capable to self-assemble into fibrils.

The system is validated using eight uracil moiety derivatives and the effect is examined via fluorescence lifetime imaging microscopy (FLIM), field emission scanning electron microscopy (FESEM), steady state DCM fluorescence and fluorescence correlation spectroscopy (FCS).

FLIM and FESEM give qualitative information regarding the fibril formation of different morphologies including string, rod, flower, needles etc. Steady state DCM fluorescence and FCS establish a quantitative estimation of the extent of fibril formation. The involvement of hydrogen bonding interaction between NH and CO groups in the fibrillar growth of 5-IU is evoked from the crystallographic study. Again, the key role of different functional groups behind the formation of fibrillar network is investigated through blocking the COO group of orotic acid with lanthanides. Finally, esterification and N,N′-dimethylation exquisitely explore the role and priority of different groups in the fibril formation of pyrimidine analogues. The results may be useful for understanding the processes of self-assembly of the uracil derivatives and the rationalized design of the uracil based supramolecular structures with specific properties.



中文翻译:

嘧啶类似物的自组装行为:揭示形态多样性背后的因素

研究尿嘧啶衍生物的自组装在生物化学和纳米技术中具有重要意义。现在,为了在本文中构建独特而有趣的核碱基纳米结构,我们报告了一个简单而稳健的基于尿嘧啶部分的平台,该平台可能能够自组装成原纤维。

使用八种尿嘧啶部分衍生物验证了该系统,并通过荧光寿命成像显微镜(FLIM),场发射扫描电子显微镜(FESEM),稳态DCM荧光和荧光相关光谱(FCS)检查了效果。

FLIM和FESEM提供了有关不同形态的原纤维形成的定性信息,包括弦,杆,花,针等。稳态DCM荧光和FCS建立了对原纤维形成程度的定量估计。晶体学研究表明,NH和CO基团之间的氢键相互作用参与了5-IU的原纤维生长。再次,纤维状网络的形成背后不同官能团的关键作用是通过阻断研究COO -组乳清酸与镧系元素。最后,酯化和N,N'-二甲基化可精确地探索不同基团在嘧啶类似物的原纤维形成中的作用和优先级。该结果可能有助于理解尿嘧啶衍生物的自组装过程以及基于尿嘧啶的具有特定性质的超分子结构的合理设计。

更新日期:2018-03-17
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