Reduced glutathione-resisting 19F NMR sensors for detecting HNO

• Published in: Bioorganic & medicinal chemistry Vol. 20; no. 15; pp. 4668 - 4674
• Main Authors: Kitamura, Narufumi, Hiraoka, Tatsuhiro, Tanaka, Kazuo, Chujo, Yoshiki
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.08.2012; Elsevier
• Subjects: 19F NMR probe; Biological and medical sciences; chemistry; copper; Copper - chemistry; fluorine; Fluorine - chemistry; glutathione; Glutathione - chemistry; HNO; Magnetic Resonance Spectroscopy; magnetism; Medical sciences; Molecular Structure; Nitrogen Oxides - analysis; nuclear magnetic resonance spectroscopy; Organometallic Compounds - chemical synthesis; Organometallic Compounds - chemistry; Organosilicon Compounds - chemistry; Oxidation-Reduction; Paramagnetic relaxation enhancement; Pharmacology. Drug treatments; POSS; HNO; POSS; Paramagnetic relaxation enhancement; 19F NMR probe; Detector; Sulfur peptide; Tripeptide; NMR spectrometry; F NMR probe; Nuclear magnetic resonance imaging; Paramagnetic probe; Glutathione
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/j.bmc.2012.06.013

The 19F NMR probes for the HNO detection are reported. We synthesized the probe molecules with the paramagnetic Cu(II) complex and fluorine atoms using a cubic silsesquioxane. By using the magnetism changes of the Cu(II) to Cu(I) in the complex by the reduction with HNO, the 19F NMR signal intensities of the probe increased. Noteworthily, our probes have superior resistance to reduced glutathione which is the major intracellular molecule to maintain the reductive environment and the competitor in the reduction of Cu(II) against HNO.