High-Specific Fluorescence Probe for SO32- Detection and Bioimaging.

It is well known that sulfite (SO32-) plays an indispensable role in various physiological processes. Abnormal levels of SO32- can trigger a wide variety of diseases involving respiratory, nervous and cardiovascular systems. Hence, it is necessary to find an efficient approach for detection of SO32-. In this study, a pyrene derivative, (E)-4-(3-oxo-3-(pyren-1-yl)prop-1-en-1-yl)phenyl acrylate (PPA), was designed and synthesized for monitoring SO32-. The probe possessed simple synthetic steps, excellent anti-interference ability and specific response to SO32- in the presence of other substances. The reaction between PPA and SO32- was ascribed to Michael addition and the detection mechanism was confirmed by HRMS spectra analysis and FTIR analysis. Additionally, PPA responded linearly to detect SO32- within the rang of 0-100 µM. The limit of detection was calculated as low as 0.17 µM in accordance with the recommendation of IUPAC (CDL =3sb/m). Notably, PPA was further applied in biological imaging in HepG2 cells, which provided a possibility to monitor SO32- in vivo.

A Pyrene-Based Fluorescent Probe for Specific Detection of Cysteine and its Application in Living Cell.

Cysteine (Cys) is an essential amino acid in organism, which is transformed from methionine in vivo and participates in protein synthesis and cell redox process. Therefore, the detection of Cys is of great significance. In this work, a novel fluorescent probe, (E)-3-(2-chloroquinolin-3-yl)-1-(pyren-3-yl) prop-2-en-1-one (PAQ) was designed and synthesized to specifically detect Cys. The response mechanism of the reaction between PAQ and Cys was due to the addition reaction of Cys to α,ß-unsaturated ketone of PAQ. Interestingly, the addition of Cys induced significant fluorescence intensity enhancement at 462 nm. PAQ exhibited favorable sensing properties towards Cys such as the low limit of detection (0.27 µM) and fast response speed (2 min). In addition, PAQ displayed high selectivity and anti-interference ability toward Cys among various analytes. Notably, PAQ has been successfully used to image exogenous and endogenous Cys in HeLa cells.

Carbazole-conjugated-coumarin by enone realizing ratiometric and colorimetric detection of hypochlorite ions and its application in plants and animals.

Detection of hypochlorite ions (ClO-) in the organisms is of great significance for finding effective treatments for inflammations and diseases. Recently, fluorescent probes have aroused wide public concern as one of the effective tools for detecting molecules and ions. Nevertheless, due to low sensitivity and poor biocompatibility, the effect of fluorescent probes for biological imaging is still not ideal. For this, we developed a novel ratiometric fluorescent probe, 7-(diethylamino)-3-((E)-3-(9-ethyl-9H-carbazol-3-yl)acryloyl)-2H-chromen-2-one (DCC), which could be used for colorimetric detection of ClO-. Study showed that, the detection mechanism of DCC is that probe can be rapidly oxidized to an enoic acid by ClO-, resulting in a series of changes in spectral properties. This mechanism was confirmed experimentally and verified by theoretical calculations. It is worth mentioning that DCC has not only been successfully applied to the detection of exogenous and endogenous OCl- in living cells, but also used for the detection of ClO- in zebrafish, and Arabidopsis.