AI Article Synopsis
- Cysteine (Cys) is an essential amino acid crucial for maintaining cellular oxidative balance, and abnormal levels can cause various diseases, highlighting the need for a reliable detection method.* -
- Researchers synthesized a turn-off fluorescent probe called TA that selectively detects Cys, exhibiting features like low detection limits, photostability, and compatibility with live cells, with its mechanism confirmed through various scientific methods.* -
- The development of this probe not only aids in imaging Cys in biological systems like A549 cells and zebrafish but also opens up new avenues for designing fluorescent probes, enhancing understanding of their mechanisms.*
Article Abstract
Background: Cys, as an essential amino acid that can be ingested from daily food, plays an important role in maintaining the oxidative balance in cells. Abnormal Cys levels in organisms will lead to various diseases. Therefore, it is of great significance to construct a fluorescent probe that can detect Cys levels in food and biological systems.
Results: Here, a turn-off type probe TA had been successfully synthesized, which attached diethylamine as the strong electron donor, acrylate as the weak electron donor, and xanthene as the π-bridge. TA showed wonderful selectivity, low detection limit, good photostability and well live-cell compatibility for Cys by reducing acrylate group to hydroxyl group of TAOH. The reaction mechanism was demonstrated by H NMR, ESI-MS spectra, pH-dependent response experiments, and DFT calculations. Importantly, the reason why TAOH exhibited no fluorescence was the disappearance of the ICT effect in the molecule due to the dominant existence of spirocyclic state of TAOH. In addition, the probe can be used not only for the imaging detection of Cys in A549 cells and zebrafish, but also for the detection of Cys levels in food samples.
Significance: This work provides a new idea for the design of Cys fluorescent probe, which may be beneficial to the comprehension of the potential mechanism of novel fluorescent probe.
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| http://dx.doi.org/10.1016/j.aca.2024.343193 | DOI Listing |
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