title: Pyrene-based fluorescent nitric oxide cheletropic traps (FNOCTs) for the detection of nitric oxide in cell cultures and tissues.
abstract: The synthesis and the structural and spectroscopic characterization of nonfluorescent, pyrene-based cyclic o-quinodimethanes are reported. These compounds react efficiently with nitric oxide (NO) in a formal cheletropic manner, by which the fluorescent aromatic pyrene system is regenerated. The NO trapping capabilities and kinetics of the fluorescent nitric oxide cheletropic traps (FNOCTs) are assessed in THF and buffered aqueous solution by ESR, UV/Vis, and fluorescence spectroscopy, by employing NO solutions and NO released from N-diazeniumdiolates (NONOates). Prototypal biological applications include the quantitation of NO production from cultured rat alveolar macrophages and the endothelium of porcine aorta, which demonstrate a sensitivity for NO detection in the nanomolar range.
authors.affiliation: Institut für Organische Chemie, Universität Duisburg-Essen, Campus Essen, Universitätsstr. 5, 45141 Essen, Germany.
authors.forename: Peter M
authors.initials: PM
authors.lastname: Düppe
authors.forename: Peter M
authors.initials: PM
authors.lastname: Talbierski
authors.forename: Frank S
authors.initials: FS
authors.lastname: Hornig
authors.forename: Ursula
authors.initials: U
authors.lastname: Rauen
authors.forename: Hans-Gert
authors.initials: HG
authors.lastname: Korth
authors.forename: Timo
authors.initials: T
authors.lastname: Wille
authors.forename: Roland
authors.initials: R
authors.lastname: Boese
authors.forename: Thorsten
authors.initials: T
authors.lastname: Omlor
authors.forename: Herbert
authors.initials: H
authors.lastname: de Groot
authors.forename: Reiner
authors.initials: R
authors.lastname: Sustmann
mesh_terms: D000818:Animals; D001011:Aorta / Q000737:chemistry* / Q000378:metabolism; D018929:Cell Culture Techniques; D018360:Crystallography, X-Ray; D004727:Endothelium / Q000737:chemistry* / Q000378:metabolism; D016676:Macrophages, Alveolar / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D009569:Nitric Oxide / Q000032:analysis* / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D051381:Rats; D017208:Rats, Wistar; D012680:Sensitivity and Specificity; D013050:Spectrometry, Fluorescence / Q000379:methods
chemical_list: D011721:Pyrenes; D009569:Nitric Oxide