Dual-quenching NBD-based fluorescent probes for separate detection of H₂S and Cys/Hcy in living cells

Abstract

Dual-quenching fluorescent probes based on thiolysis of NBD thioether/ether/amine for fast and separate detection of H2S and Cys/Hcy in living cells were rationally constructed.

A dual-response NIR fluorescent probe for separately and continuously recognizing H2S and Cys with different fluorescence signals and its applications

“…In the previous studies, we noticed that H 2 S and Cys can readily recognize by nucleophilic aromatic substitution (S N Ar) with electrophilic NBD derivatives to generate NBD-SH and NBD-SR compounds, upon treatment with Cys, NBD-Cys showed fluorescence, while reaction with H 2 S produced non-fluorescent NBD-SH. 35–40…”

“…In the previous studies, we noticed that H 2 S and Cys can readily recognize by nucleophilic aromatic substitution (S N Ar) with electrophilic NBD derivatives to generate NBD-SH and NBD-SR compounds, upon treatment with Cys, NBD-Cys showed fluorescence, while reaction with H 2 S produced nonfluorescent NBD-SH. [35][36][37][38][39][40] Inspired by the above design ideas, 41 a dual-fluorophore and dual-site fluorescent probe (Cy-NP) was constructed for the assessment of H 2 S and Cys separately and continuously. Firstly, Cy-NP possessed two fluorophores with comparable maximum emission wavelength distances, a fluorophore that emitted in the NIR channel of 700-800 nm and the other that emitted in the visible region of 500-600 nm, meaning that the emission bands of the two fluorophores could reduce mutual interference during detection.…”

Long-Term Imaging of Cys in Cells and Tumor Mice by a Solid-State Fluorescence Probe

“…As shown in Figures F and S4, the addition of Cys and Hcy can cause significant fluorescence changes, while the changes caused by other analytes can be ignored. Since the amount of Hcy in normal organisms (below 12–15 μM) is much lower than that of Cys (30–200 μM), , the interference of Hcy can also be ignored. Considering the low fluorescence intensity observed after 40 min of Hcy addition, it can be concluded that the potential interference of Hcy is negligible (Figure S5).…”

A near-infrared fluorescent probe for detecting hydrogen sulfide with high selectivity in cells and ulcerative colitis in mice

“…35,36 Certain probes utilizing nucleophilic reaction and CuS precipitation strategies are vulnerable to other reactive sulfur species (RSS). 37,38 Taking the above factors into consideration, it is also of great significance to search for a H 2 S-responsive probe with high selectivity.…”