Rational Design of a Dual‐Reactivity‐Based Fluorescent Probe for Visualizing Intracellular HSNO

Abstract

Thionitrous acid (HSNO), the smallest S‐nitrosothiol, is emerging as a potential key intermediate in cellular redox regulation linking two signaling molecules H2S and NO. However, the chemical biology of HSNO remains poorly understood. A major hurdle is the lack of methods for selective detection of HSNO in biological systems. Herein, we report the rational design, synthesis, and evaluation of the first fluorescent probe TAP‐1 for HSNO detection. TAP‐1 showed high selectivity and sensitivity to HSNO in aqueous media and cells, providing a useful tool for understanding the functions of HSNO in biology.

Development of Xanthene‐Based Fluorescent Dyes: Machine Learning‐Assisted Prediction vs. TD‐DFT Prediction and Experimental Validation

“…The equilibrium between these two forms allows fluorescence to be switched on and off by analytes with high sensitivity. [10][11][12] In particular, the free À OH group in the 'ring-closed' form is often used as the analyte-specific triggering handle in the design of reactionbased fluorescent sensors. The emission wavelengths of most reported xanthene dyes are in the range of 500-600 nm (green to red fluorescence) and their Stokes shifts are usually less than 30 nm.…”

Far-red pentamethine cyanine dyes as fluorescent probes for the detection of serum albumins

“…Results of the dyes' characterization are provided below. 4.55(4H, t, J = 6.8 Hz), 4.87(4H, q, J = 6.9 Hz), 6.55(2H, b s), 7.37(1H, t, J = 7.7 Hz), 7.56(1H, t, J = 7.9 Hz), 7…”

“…There are many fluorescent dyes with different structures, which can be successfully used for the detection and visualization of various biomolecules. Recent studies include, for example, a fluorescent probe with a fluorescein-based fluorophore for detection of thionitrous acid in aqueous medium and cells [4], and a sulfilimine-based fluorescent probe for the specific detection and quantifying of hypobromous acid [5]. It is also worth mentioning the design of a two-photon styryl fluorescent probe for real-time monitoring the changes in the activity of acetylcholinesterase in the brain in vivo [6].…”

Defining a standardized methodology for the determination of the antioxidant capacity: case study of Pistacia atlantica leaves

“…Thionitrous acid (HSNO), the smallest RSNOs, has received particular attention as a potential key intermediate in cellular redox regulation, linking two signaling molecules, hydrogen sulfide (H2S) and NO. 4,5 Hypobromous acid (HOBr) is regarded as a reactive bromine species (RBS) with effective antibacterial properties among the endogenous reactive oxygen species. It is thought to be a key component of the neutrophil defense system.…”

“…Fig 5. Compounds of importance when predicting TACDMPD of P. atlantica extracts, shown on (a) an overlay chromatogram, as evaluated using (b) regression coefficients of PLS after column centering, (c) regression coefficients of PLS after normalization and column centering, and (d) regression coefficients of PLS after standard normal variate and column centering.…”