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

Abstract

A near-infrared (NIR) fluorescent probe with a large Stokes shift (143 nm) for the rapid identification of Cys over Hcy and GSH in aqueous solution was developed.

A Rapid Near-Infrared Fluorescent Probe Based on Isophorone and its Application in B16 Cell Imaging

“…30 The corresponding compounds were characterized using 1 H, 13 C NMR spectra and ESI-MS (Figures S1-S6, Supporting Information). Compared with our previous work, 24 the uorescence of SWJT-5 itself was probably weak because two methoxy groups in SWJT-5 had low energy barrier of rotation and would act as electron-donating groups. 31 Therefore, after the addition of Cys, the uorescence of SWJT-5 would show signi cant enhancement.…”

“…4, electrons of SWJT-5 were located on the dicyanoisophorone skeleton at the LUMO level. But the electrons were partially transferred into the acrylate group 24 at the HOMO level. These results indicated that SWJT-5 had a weak uorescence.…”

“…In connection with our NIR probes for biologically species and biothiols probes, [23][24][25][26][27][28] herein we report a new NIR uorescent probe (SWJT-5) with large Stokes shift (205 nm). It could be used for speci c and sensitive detection of Cys over various amino acids including Hcy and GSH in aqueous solution.…”

Simultaneous Discrimination of Cys/Hcy and GSH With Simple Fluorescent Probe Under a Single-Wavelength Excitation and its Application in Living Cells, Tumor Tissues, and Zebrafish

“…The range (1–10 mM) of GSH, as a representative nonprotein mercaptan, in cells plays the role of detoxifying antioxidant to protect cells from the reactive oxygen damage of lipid peroxides, free radicals, and heavy metals. However, GSH disorder is observed in both AIDS and cancer ( Sun et al, 2020 ; Liu et al, 2021b ). Owing to the important physiological sites of biothiols, developing accurate detection methods capable of qualitative and quantitative analysis of biothiols in living systems is necessary for understanding the biological profile of biothiols.…”

A red-NIR fluorescent probe for rapid and visual detection of acrolein

“…In connection with our continuing work on NIR fluorescent probes, 10 herein we present the design and synthesis of a new red-NIR fluorescent probe SWJT-8 for acrolein. Notably, SWJT-8 exhibited fast, high selectivity, colorimetry, and excellent red-NIR response to acrolein.…”