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

Autor: Ilieva S; Faculty of Chemistry and Pharmacy, Sofia University 'St. Kliment Ohridski', 1 J. Bourchier Ave., 1164 Sofia, Bulgaria., Bozova N; Faculty of Chemistry and Pharmacy, Sofia University 'St. Kliment Ohridski', 1 J. Bourchier Ave., 1164 Sofia, Bulgaria., Rangelov M; Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria., Todorova N; Institute of Biodiversity and Ecosystem Research, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria., Vasilev A; Faculty of Chemistry and Pharmacy, Sofia University 'St. Kliment Ohridski', 1 J. Bourchier Ave., 1164 Sofia, Bulgaria.; Institute of Polymers, Bulgarian Academy of Sciences, Akad. G. Bonchev St., Bl 103A, 1113 Sofia, Bulgaria., Cheshmedzhieva D; Faculty of Chemistry and Pharmacy, Sofia University 'St. Kliment Ohridski', 1 J. Bourchier Ave., 1164 Sofia, Bulgaria.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2023 Dec 23; Vol. 29 (1). Date of Electronic Publication: 2023 Dec 23.
DOI: 10.3390/molecules29010114
Abstrakt: 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.
Databáze: MEDLINE
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