A mitochondria-targeted dual-response sensor for monitoring viscosity and peroxynitrite in living cells with distinct fluorescence signals.

Viscosity and peroxynitrite (ONOO-) are two significant indicators to affect and evaluate the mitochondrial functional status, which are nearly relational with pathophysiological process in many diseases. Developing suitable analytical methods for monitoring mitochondrial viscosity changes and ONOO- is thus of great importance. In this research, a new mitochondria-targeted sensor DCVP-NO2 for the dual determination of viscosity and ONOO- was exploited based on the coumarin skeleton. DCVP-NO2 displayed a red fluorescence "turn-on" response toward viscosity along with about 30-fold intensity increase. Meanwhile, it could be used as ratiometric probe for detection of ONOO- with excellent sensitivity and extraordinary selectivity for ONOO- over other chemical and biological species. Moreover, thanks to its good photostability, low cytotoxicity and ideal mitochondrion-targeting capability, DCVP-NO2 was successfully utilized for fluorescence imaging of viscosity variations and ONOO- in mitochondria of living cells through different channels. In addition, the results of cell imaging revealed that ONOO- would lead to the increase of viscosity. Taken together, this work provides a potential molecular tool for researching biological functions and interactions of viscosity and ONOO- in mitochondria.

A NIR ratiometric fluorescence probe for rapid, sensitive detection and bioimaging of hypochlorous acid.

Hypochlorous acid (HClO) is a condition where there is not enough oxygen in body tissues due to an imbalance between oxygen supply and consumption for cellular functions. In order to comprehend the biological functions of HClO within cells, the development of an effective and selective detection method is of great crucial. In this paper, a near-infrared ratiometric fluorescent probe (YQ-1) for detecting HClO was exploited based on a benzothiazole derivative. YQ-1's fluorescence shifted from red to green with a large blue shift (165 nm) in the presence of HClO, and the solution's color changed from pink to yellow. YQ-1 quickly detected HClO (within 40 s) with a low detection limit (4.47 × 10-7 mol/L) and was not affected by other interferences. The mechanism of YQ-1's response to HClO was confirmed by HRMS, 1H NMR and density functional theory (DFT) calculations. Moreover, due to its low toxicity, YQ-1 successfully utilized for fluorescence imaging for HClO both endogenous and exogenous in cells.

Rh(III)-catalyzed C-H/C-C bond annulation of enaminones with iodonium ylides to form isocoumarins.

A straightforward approach to synthesise isocoumarins via Rh(III)-catalyzed C-H/C-C bond activation/annulation cascade of enaminones and iodonium ylides has been explored. The established protocol is characterized by an exceedingly simple reaction system, high regioselectivity and good functional group tolerance. Moreover, this strategy may provide a new route to cleavage of the C(sp2)-C(O) bond of unstrained ketones.