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4-(4-Chloro-2-oxo-3(1H-phenanthro[9,10-d] imidazol-2-yl)-2H-chromen-6-yl)benzaldehyde as a fluorescent probe for medical imaging: linear and nonlinear optical properties

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Abstract

This study presents the full theoretical optical and biological characteristics of a new fluorescent probe based on the phenanthroimidazole backbone (PB5). The aldehyde group was selected as the active group to bind to the protein during conjugation. The new fluorescent probe is based on the phenanthroimidazole backbone; however, unlike previously presented works, as the chromophore part, it contains the first introduction of the 4-chloro-2H-chromen-2-one part. In order to achieve the best cognitive aspect, the study included not only the dye itself but also the concanavalin A conjugate. The linear and non-linear optical properties and biological activities described in this study clearly indicate that the presented dye is a promising material as a fluorescent probe in medical imaging.

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Abbreviations

GP:

Gas phase

MCH:

MethylCycloHexane

1,4-Dx:

1,4-Dioxane

Et2O:

DiethylEther

EtAc:

EthylEthanoate

THF:

TetraHydroFuran

MeAc:

Acetone

MeCN:

Acetonitrile

DMF:

N,N-DiMethylFormamide

DMSO:

DiMethylSulfoxide

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  1. Nicolaus Copernicus University, Collegium Medicum, Faculty of Pharmacy, Department of Physical Chemistry, Kurpińskiego 5, Bydgoszcz, 85-950, Poland

    Przemystaw Krawczyk

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Electronic supplementary information (ESI) available: Molecular structure and spectroscopic properties for investigated compound. See DOI: 10.1039/c9pp00478e

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Krawczyk, P. 4-(4-Chloro-2-oxo-3(1H-phenanthro[9,10-d] imidazol-2-yl)-2H-chromen-6-yl)benzaldehyde as a fluorescent probe for medical imaging: linear and nonlinear optical properties. Photochem Photobiol Sci 19, 473–484 (2020). https://doi.org/10.1039/c9pp00478e

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