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用于DNA标记以及对癌细胞和革兰氏阴性菌具有选择性的阳离子苯乙烯基染料。

Cationic styryl dyes for DNA labelling and selectivity toward cancer cells and Gram-negative bacteria.

作者信息

Wangngae Sirilak, Ngivprom Utumporn, Khrootkaew Tunyawat, Worakaensai Suphanida, Lai Rung-Yi, Kamkaew Anyanee

机构信息

School of Chemistry, Institute of Science, Suranaree University of Technology Nakhon Ratchasima 30000 Thailand

Center for Biomolecular Structure, Function and Application, Suranaree University of Technology Nakhon Ratchasima 30000 Thailand.

出版信息

RSC Adv. 2023 Jan 11;13(3):2115-2122. doi: 10.1039/d2ra07601b. eCollection 2023 Jan 6.

Abstract

Fluorescence-based methods are important tools for the analysis of nucleic acids and in cells. In this study, two cationic cyanine-styryl derivatives were produced using a two-step synthesis. Their optical properties were evaluated in different solvents, and frontier molecular orbital theory was utilized to interpret the findings. The DNA binding of these molecules was investigated to show fluorescence intensification. The molecular docking of both dyes in DNA illustrated the relevance of the electrostatic interaction between the quaternary ammonium of both dyes and the phosphate of the DNA backbone. Last but not least, applications of the synthesized styryl dyes were demonstrated to be selective towards cancer cells and particular kinds of bacteria.

摘要

基于荧光的方法是分析核酸和细胞的重要工具。在本研究中,通过两步合成制备了两种阳离子花青-苯乙烯基衍生物。在不同溶剂中评估了它们的光学性质,并利用前沿分子轨道理论解释研究结果。研究了这些分子与DNA的结合以显示荧光增强。两种染料与DNA的分子对接说明了两种染料的季铵盐与DNA主链磷酸之间静电相互作用的相关性。最后但同样重要的是,合成的苯乙烯基染料的应用被证明对癌细胞和特定种类的细菌具有选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9a7b/9832362/2d61cd825f83/d2ra07601b-s1.jpg

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