A coumarin-naphthalimide-based ratiometric fluorescent probe for nitroxyl (HNO) based on an ICT-FRET mechanism.

Autor: Ma Q; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China; Henan Engineering Research Center of Modern Chinese Medicine Research, Development and Application, Zhengzhou, 450046, PR China. Electronic address: maqiujuan104@126.com., Liu S; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China., Xu J; Department of Electrical Engineering, North China University of Water Resources and Electric Power, Zhengzhou 450011, PR China. Electronic address: xujunhong57@126.com., Mao G; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, PR China., Wang G; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China., Hou S; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China., Ma Y; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China., Lian Y; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China.
Jazyk: angličtina
Zdroj: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [Spectrochim Acta A Mol Biomol Spectrosc] 2024 Dec 15; Vol. 323, pp. 124876. Date of Electronic Publication: 2024 Jul 23.
DOI: 10.1016/j.saa.2024.124876
Abstrakt: Nitroxyl (HNO) is an important reactive nitrogen that is associated with various states in physiology and pathology and plays a unique function in living systems. So, it is important to exploit fluorescent probes with high sensitivity and selectivity for sensing HNO. In this paper, a novel ratiometric fluorescent probe for HNO was developed utilizing intramolecular charge transfer (ICT) and fluorescence resonance energy transfer (FRET) mechanisms. The probe selected coumarin as energy donor, naphthalimide as energy receptor and 2-(diphenylphosphino)benzoate as the sensing site for detecting HNO. When HNO was not present, the 2-(diphenylphosphino)benzoate unit of the probe restricted electron transfer and the ICT process could not occur, leading to the inhibition of FRET process as well. Thus, in the absence of HNO the probe displayed the intrinsic blue fluorescence of coumarin. When HNO was added, the HNO reacted with the 2-(diphenylphosphino)benzoate unit of the probe to yield a hydroxyl group which resulting in the opening of ICT process and the occurring of FRET process. Thus, after providing HNO the probe displayed yellow fluorescence. In addition, the probe showed good linearity in the ratio of fluorescence intensity at 545 nm and 472 nm (I 545 nm /I 472 nm ) with a concentration of HNO (0.1-20 μM). The probe processed a detection limit of 0.014 μM and a response time of 4 min. The probe also specifically identified HNO over a wide pH scope (pH = 4.00-10.00), including physiological conditions. Cellular experiments had shown that this fluorescent probe was virtually non-cytotoxic and could be applied for ratiometric sensing of HNO in A549 cells.
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2024 Elsevier B.V. All rights reserved.)
Databáze: MEDLINE
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