Asymmetric Monomethine Cyanine Dyes with Hydrophobic Functionalities for Fluorescent Intercalator Displacement Assay

被引：1
|
作者：
Ilieva, Sonia [1 ]
Bozova, Nadezhda [1 ]
Rangelov, Miroslav [2 ]
Todorova, Nadezhda [3 ]
Vasilev, Aleksey [1 ,4 ]
Cheshmedzhieva, Diana [1 ]
机构：
[1] Sofia Univ St Kliment Ohridski, Fac Chem & Pharm, 1 J Bourchier Ave, Sofia 1164, Bulgaria
[2] Bulgarian Acad Sci, Inst Organ Chem Ctr Phytochemistry, Sofia 1113, Bulgaria
[3] Bulgarian Acad Sci, Inst Biodivers & Ecosyst Res, Sofia 1113, Bulgaria
[4] Bulgarian Acad Sci, Inst Polymers, Bonchev St,Bl 103A, Sofia 1113, Bulgaria
来源：
MOLECULES | 2024年 / 29卷 / 01期
关键词：
asymmetric monomethine cyanine dyes; RNA; DNA; fluorescence titration; biomolecular probes; DFT; TDDFT; DNA-BINDING AFFINITY; THIAZOLE ORANGE; DISTAMYCIN; CHEMISTRY; DISCOVERY; ANALOGS;
D O I：
10.3390/molecules29010114
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A new green procedure has been applied for the synthesis and purification of asymmetric monomethine cyanine dyes. The photophysical properties of the newly synthesized compounds have been examined by combined application of spectroscopic and theoretical methods. The structural characteristics of the molecules and dimer formation were characterized by quantum chemical computation and juxtaposed to the aggregachromism in UV/Vis spectra. The applicability of the dyes as fluorogenic nucleic acid probes has been proven by fluorescence titration, and their binding constants have been calculated. The mode of ligand-dsDNA/RNA interaction was rationalized by means of CD spectroscopy, molecular docking analysis, and fluorescent intercalator displacement experiments.
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页数：16
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