A novel near-infrared fluorescent probe based on isophorone for the bioassay of endogenous cysteine.

Authors :: Liu HB
Xu H
Guo X
Xiao J
Cai ZH
Wang YW
Peng Y
Source :: Organic & biomolecular chemistry [Org Biomol Chem] 2021 Jan 28; Vol. 19 (4), pp. 873-877. Date of Electronic Publication: 2021 Jan 07.
Publication Year :: 2021
Abstract: A dicyanoisophorone/acrylate-combined probe (DDP) was synthesized and designed as a near-infrared (NIR) fluorescent sensor for the rapid identification of Cys over Hcy and GSH in aqueous solution with a large Stokes shift (143 nm). The detection limit of Cys was 1.23 μM, which was lower than that of the intracellular Cys concentration. DDP was cell membrane-permeable and had been successfully applied to the detection of intracellular Cys in HeLa cells. The detection mechanism was determined by <superscript>1</superscript> H NMR titration, MS and DFT calculations.

Subjects :: Density Functional Theory
HeLa Cells
Humans
Intracellular Space metabolism
Limit of Detection
Models, Molecular
Molecular Conformation
Biological Assay methods
Cyclohexanones chemistry
Cysteine chemistry
Cysteine metabolism
Fluorescent Dyes chemistry
Infrared Rays

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