Phenyl Radical-Mediated Fluorogenic Cyclization for Specific Detection of Peroxynitrite

Analytical Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 27, 2025

Peroxynitrite (ONOO–), a biological oxidizing and nitrating species responsible for post-translational modification of cellular proteins, has been implicated in numerous pathologies carrying an inflammatory component. Specific detection ONOO– systems remains challenge, boronates are regarded as the most promising class probes quantitation ONOO–. Oxidation boronate by results formation minor ONOO–-specific products via pathway involving phenyl radical-type intermediate, addition to major phenolic product. Here, we report fluorogenic cyclization phenyl-type radical formed during oxidation probe ONOO–, with production fluorescent product, propose new approach specific based on this observation. We characterized kinetics stoichiometry reaction benzophenone-2-boronic acid identified 2-hydroxybenzophenone product fluorenone (FLN) 2-nitrobenzophenone products. Hydrogen peroxide neither alone nor presence myeloperoxidase nitrite produces FLN or 2-nitrobenzophenone. can be selectively detected using fluorescence spectroscopy, providing chemical principle development next-generation noninvasive, fluorescence-based Fluorescence-based monitoring was successfully applied generated situ from decomposition SIN-1, thermal source superoxide anion nitric oxide.

Language: Английский

Special issue on “Peroxynitrite and Reactive Nitrogen Species” dedicated to the 25th Anniversary of the Nitric Oxide Nobel Prize

Redox Biochemistry and Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 100044 - 100044

Published: Nov. 1, 2024

Language: Английский