Disruption of the redox balance in vivo is closely involved in the development of various diseases associated with oxidative stress. Therefore, methods for the in vivo analysis of antioxidants and free radicals are essential to elucidate the pathogenic mechanisms of such diseases. Although profluorescent nitroxide probes can be used to evaluate redox molecules with high sensitivity, these probes have low selectivity. Recently, we developed two profluorescent nitroxide probes, 15-((9-(ethylimino)-10-methyl-9Hbenzo[a]phenoxazin-5-yl)amino)-3,11-dioxa-7-azadispiro-hexadecan-7-yloxyl (Nile-DiPy) and 2,2,6-trimethyl-4-(4-nitrobenzo[1,2,5]oxadiazol-7-ylamino)-6-pentylpiperidine-1-oxyl (NBD-Pen), which had high sensitivity and selectivity toward ascorbic acid and lipid-derived radicals, respectively. These probes can react sensitively and selectively to each target molecule and can be used in animal experiments. In this paper, we review the design strategies and application of these profluorescent nitroxide probes.
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http://dx.doi.org/10.1248/yakushi.21-00149 | DOI Listing |
Org Biomol Chem
February 2024
Division of Physical Science and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90110, Thailand.
High content of reactive oxygen species (ROS) in the human body leads to oxidative stress and serious health problems, such as cancer and cardiovascular or bone diseases. It is also one of the agents that cause collagen damage. Herein, detection of ROS, scavenging of formed carbon-centered radicals and inhibition of collagen fragmentation were performed in a single operation using newly synthesized profluorescent nitroxide PN1 a switch-on approach.
View Article and Find Full Text PDFChemosphere
February 2024
School of Petrochemical Technology, Lanzhou University of Technology, Langongping Road 287, Lanzhou, 730050, PR China; Key Laboratory of Low Carbon Energy and Chemical Engineering of Gansu Province, Langongping Road 287, Lanzhou, 730050, PR China.
Peroxyl radicals (RO) are important components of atmospheric radical cycling and generation, but their formation, distribution and evolution mechanisms in the atmospheric environment have not been investigated. In this paper, we propose a novel atmospheric RO radical trapping membrane that can trap low carbon number (Rc ≤ 5) RO radicals and identify their R-group structures by fluorescence spectroscopy and chromatography. We also analyzed the composition and evolution mechanism of RO species under different meteorological conditions in the atmospheric environment of Lanzhou, China, to provide scientific support for the treatment and research of atmospheric chemical pollution.
View Article and Find Full Text PDFRSC Adv
September 2023
Division of Physical Science, Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University Hat Yai Songkhla 90110 Thailand
Ascorbic acid (AA) or vitamin C plays multiple crucial roles, particularly as an antioxidant. This essentially biologically active molecule was selectively detected over other reductants by the synthesized profluorescent nitroxide probe ProN6 a switch-on method. After either a hydrogen atom or single electron transfer from AA to nitroxide, the resulting diamagnetic hydroxylamine was rapidly cyclized to form a fluorescent -acylalkoxyamine.
View Article and Find Full Text PDFAnal Chem
March 2023
Department of Molecular Pathobiology, Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi Higashi-ku, Fukuoka 812-8582, Japan.
Free radical-mediated lipid peroxidation (LPO) induces the formation of numerous lipid radicals, which contribute to the development of several oxidative diseases. To understand the mechanism of LPO in biological systems and the significance of these radicals, identifying the structures of individual lipid radicals is imperative. In this study, we developed an analytical method based on liquid chromatography coupled with tandem mass spectrometry (LC/MS/MS) and a profluorescent nitroxide probe, -(1-oxyl-2,2,6-trimethyl-6-pentylpiperidin-4-yl)-3-(5,5-difluoro-1,3-dimethyl-3,5-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-7-yl)propanamide (BDP-Pen), for the detailed structural analysis of lipid radicals.
View Article and Find Full Text PDFChem Commun (Camb)
December 2021
Physical Chemistry for Life Science Laboratory, Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi Higashi-ku, Fukuoka 812-8582, Japan.
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