A highly selective red-emitting fluorescent probe and its micro-nano-assembly for imaging endogenous peroxynitrite (ONOO-) in living cells

Abstract

Endogenous peroxynitrite plays a very important role in the regulation of life activities. However, validated tools for ONOO^- tests are currently insufficient. We designed a fluorescent probe TPA-F-NO₂ with a low fluorescence background in water based on the D-π-A structure for the imaging of endogenous ONOO^- in living cells. TPA-F-NO₂ can realize the naked eye detection of ONOO^- due to the obvious color change. TPA-F-NO₂ has the advantages of large stokes shift, high signal-to-noise ratio, high selectivity and sensitivity. The quantitative detection can be achieved in the range of 0-14 μM ONOO^-. Due to its solvatochromic characteristics, TPA-F-NO₂ has the potential to be used in OLEDs and other fields. In addition, 4-methylumbelliferone has a wide range of anticancer effects as an inhibitor of hyaluronic acid. We prepared TPA-MU-NPs by assembling TPA-F-NO₂ and 4-methylumbelliferone. It also endows TPA-MU-NPs with ONOO^- imaging function and anti-proliferation effect on breast cancer cells and other cells. This 'probe-drug' assembly strategy provides ideas for the design and optimization of dual-functional probes.

Keywords: Bioimaging; Dual-functional; Fluorescent probe; Micro-nano-assembly; Peroxynitrite.