Perchlorotrityl radical-fluorophore conjugates as dual fluorescence and EPR probes for superoxide radical anion.
Perchlorotrityl radicals, mono-substituted with a fluorophore using an amide linker of varying chain length, were synthesized and characterized. Electron paramagnetic resonance (EPR) spectroscopic study indicated free-electron coupling with the aromatic hydrogen nuclei and long-range coupling with the methylene hydrogens of the linker group. Reactivity of the fluorophore-conjugated trityls with superoxide radical anion showed quenching of EPR signal and enhancement of fluorescence emission spectrum. This work presents the first example of a perchlorotrityl-fluorophore conjugate that can potentially be employed as a dual probe for the detection of superoxide under oxidative stress-mediated conditions in biological systems.
Wang
Jinhua
J
Davis Heart and Lung Research Institute, Department of Chemistry, The Ohio State University, Columbus, OH 43210, USA.
Dang
Vinh
V
Zhao
Wei
W
Lu
Dongning
D
Rivera
Brian K
BK
Villamena
Frederick A
FA
Wang
Peng George
PG
Kuppusamy
Periannan
P
D000577:Amides / Q000737:chemistry; D000838:Anions / Q000737:chemistry; D004578:Electron Spin Resonance Spectroscopy; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D018384:Oxidative Stress; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism; D013481:Superoxides / Q000138:chemical synthesis / Q000737:chemistry*; D014320:Triphenylmethyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*
D000577:Amides; D000838:Anions; D005456:Fluorescent Dyes; D014320:Triphenylmethyl Compounds; D013481:Superoxides