Detection and imaging of Carbon monoxide releasing Molecule-2 in HeLa cells and zebrafish using a Metal-Free Near-Infrared fluorescent off-on probe

By incorporating 4-nitrobenzene as the recognition unit into a stable hemicyanine skeleton based on IR 780, a designed near-infrared fluorescent off-on probe DNXI shows excellent analytical performance in real-time monitoring of carbon monoxide releasing molecule-2 (CORM-2) in living HeLa cells and zebra fish without transition metals. The response mechanism of CORM-2 with DNXI may reduce the nitro group to an amino group, followed by 1,6-rearrangement elimination reaction, resulting in the recovery of both color and fluorescence signal. As a result, DNXI shows very low background signal, which is rather desired for achieving sensitive detection of CORM-2. Compared with the existing CORM-2 probes, DNXI shows excellent optical performance in vitro and in vivo, high selectivity and sensitivity to CORM-2, as well as near-infrared fluorescence emission 712 nm, with a low detection limit of 103 nM. More importantly, DNXI is low cytotoxic, cell membrane permeable, and its applicability has been demonstrated for monitoring CORM-2 in living HeLa cells and zebrafish. These superior properties of the probe enable it have great potential to be used in biological systems or in vivo related studies.(c) 2022 Elsevier B.V. All rights reserved.