Engineering a “turn-on” NIR fluorescent sensor-based hydroxyphenyl benzothiazole with a cinnamoyl unit for hydrazine and its environmental and in-vitro applications

Oguz, Mehmet; Erdemir, Serkan; Malkondu, Sait

doi:10.1016/j.envpol.2023.123193

Cited by 1 publication

(1 citation statement)

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“…Hydroxyphenyl-benzothiazole (HBT)-based derivatives have received considerable attention on account of their special optical properties, especially the typical mechanism of excited-state intermolecular proton transfer (ESIPT) . Numerous of fluorescent probes were designed based on this mechanism or in combination with other mechanisms for various species detection. − We have developed a series of HBT-based fluorescent probes with excellent fluorescent performances for monitoring metal ions and anions. − Especially, recent studies revealed that HBT is a kind of Janus-type ESIPT chromophore through tuning intramolecular H-bond . However, rare research about J -aggregation based on the HBT skeleton was reported.…”

Section: Introductionmentioning

confidence: 99%

Coordination Synergistic-Induced J-Aggregation Enhanced Fluorescent Performance of HBT-Excimers and Imaging Applications

Liu,

Fang,

Jang

et al. 2024

Anal. Chem.

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Developing a novel strategy to improve the optical performances of fluorescent probes is a vital factor in elevating its practical application; viz., novel biocompatible fluorescent probes with excellent multifunctions exhibited unparalleled advantages in probing functions of intracellular molecules to elucidate intracellular events in living systems. Herein, we have successfully constructed a new strategy that aggregation and coordination synergistically induce (2-hydroxylphenyl-benzothiazole) HBT derivatives to form excimers with large red-shifted fluorescence and application for insight into stress-response zinc fluctuations in living systems. We have synthesized four HBT-based derivatives and deeply investigated the response mechanism by fluorescent spectral studies, demonstrating that probes 3 and 4 showcased large red shifts in emission wavelength due to J-aggregation. More interestingly, the fluorescence of probe 4 was significantly enhanced in the presence of a zinc ion, suggesting that zinc coordination synergistically induced J-aggregation. Probe 4 was successfully applied to image zinc fluctuations in different models of living systems, proving that this probe is a powerful tool to unveil the relationship between invasive stress and diseases by monitoring endogenous zinc fluctuations.

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