Issue 41, 2020

Optimizing the optical and biological properties of 6-(1H-benzimidazole)-2-naphthalenol as a fluorescent probe for the detection of thiophenols: a theoretical study

Abstract

The study presents the influence of structure modulation by introduction of selected donor and acceptor substituents on the properties of 6-(1H-benzimidazole)-2(2,4-dinitrobenzenesulfonate)naphthalene used in thiophenol identification. The presence of –OH and –OR groups enhances the non-linear optics (NLO) response of the marker. The –NO2 substituent maximizes the non-linear response and increases the amount of transferred charge and the charge-transfer distance. The introduction of the –OH, –NO2 and –CN groups into the marker structure significantly improves the solubility and optical availability. The –NO2 group however contributes to mutagenicity and carcinogenicity. The –OH and –OR groups can be successfully used in bioimaging to detect specific molecules containing the –SH group in their structure. At the same time, the –OR group minimizes the energy barrier necessary to break the bond between the chromophore and the linker. The paper also includes a comparison of optical and biological properties of structures before and after identification of thiophenols.

Graphical abstract: Optimizing the optical and biological properties of 6-(1H-benzimidazole)-2-naphthalenol as a fluorescent probe for the detection of thiophenols: a theoretical study

Supplementary files

Article information

Article type
Paper
Submitted
01 jun 2020
Accepted
19 jun 2020
First published
25 jun 2020
This article is Open Access
Creative Commons BY license

RSC Adv., 2020,10, 24374-24385

Optimizing the optical and biological properties of 6-(1H-benzimidazole)-2-naphthalenol as a fluorescent probe for the detection of thiophenols: a theoretical study

P. Krawczyk, RSC Adv., 2020, 10, 24374 DOI: 10.1039/D0RA04835F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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