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Literature DB >> 19963389

Perchlorotrityl radical-fluorophore conjugates as dual fluorescence and EPR probes for superoxide radical anion.

Jinhua Wang¹, Vinh Dang, Wei Zhao, Dongning Lu, Brian K Rivera, Frederick A Villamena, Peng George Wang, Periannan Kuppusamy.

Abstract

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. Copyright 2009 Elsevier Ltd. All rights reserved.

Entities: Chemical Disease Species

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Year: 2009 PMID： 19963389 PMCID： PMC2827402 DOI： 10.1016/j.bmc.2009.11.034

Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641

21 in total

1. Superoxide anion involvement in NBT reduction catalyzed by NADPH-cytochrome P-450 reductase: a pitfall.

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Journal: FEBS Lett Date: 1978-05-01 Impact factor: 4.124

2. Mitochondria superoxide dismutase mimetic inhibits peroxide-induced oxidative damage and apoptosis: role of mitochondrial superoxide.

Authors: Anuradha Dhanasekaran; Srigiridhar Kotamraju; Chandran Karunakaran; Shasi V Kalivendi; Simmy Thomas; Joy Joseph; B Kalyanaraman
Journal: Free Radic Biol Med Date: 2005-09-01 Impact factor: 7.376

3. Influence of topology on the long-range electron-transfer phenomenon.

Authors: C Rovira; D Ruiz-Molina; O Elsner; J Vidal-Gancedo; J Bonvoisin; J P Launay; J Veciana
Journal: Chemistry Date: 2001-01-05 Impact factor: 5.236

4. The utility of superoxide dismutase in studying free radical reactions. I. Radicals generated by the interaction of sulfite, dimethyl sulfoxide, and oxygen.

Authors: J M McCord; I Fridovich
Journal: J Biol Chem Date: 1969-11-25 Impact factor: 5.157

5. Dual fluorophore-nitroxide probes for analysis of vitamin C in biological liquids.

Authors: E Lozinsky; V V Martin; T A Berezina; A I Shames; A L Weis; G I Likhtenshtein
Journal: J Biochem Biophys Methods Date: 1999-01-13

6. Application of a trityl-based radical probe for measuring superoxide.

Authors: Cëcile Rizzi; Alexandre Samouilov; Vijay Kumar Kutala; Narasimham L Parinandi; Jay L Zweier; Periannan Kuppusamy
Journal: Free Radic Biol Med Date: 2003-12-15 Impact factor: 7.376

7. The use of fluorophore-containing spin traps as potential probes to localize free radicals in cells with fluorescence imaging methods.

Authors: S Pou; A Bhan; V S Bhadti; S Y Wu; R S Hosmane; G M Rosen
Journal: FASEB J Date: 1995-08 Impact factor: 5.191

Perchlorotrityl radical-fluorophore conjugates as dual fluorescence and EPR probes for superoxide radical anion.

1. Superoxide anion involvement in NBT reduction catalyzed by NADPH-cytochrome P-450 reductase: a pitfall.

2. Mitochondria superoxide dismutase mimetic inhibits peroxide-induced oxidative damage and apoptosis: role of mitochondrial superoxide.

3. Influence of topology on the long-range electron-transfer phenomenon.

4. The utility of superoxide dismutase in studying free radical reactions. I. Radicals generated by the interaction of sulfite, dimethyl sulfoxide, and oxygen.

5. Dual fluorophore-nitroxide probes for analysis of vitamin C in biological liquids.

6. Application of a trityl-based radical probe for measuring superoxide.

7. The use of fluorophore-containing spin traps as potential probes to localize free radicals in cells with fluorescence imaging methods.

8. Interaction of singlet molecular oxygen with double fluorescent and spin sensors.

9. Reactivity of superoxide anion radical with a perchlorotriphenylmethyl (trityl) radical.

10. Reactive oxygen species: role in the development of cancer and various chronic conditions.

Review 1. Antibody-Drug Conjugates: Design, Formulation and Physicochemical Stability.

2. Trityl radicals in perfluorocarbon emulsions as stable, sensitive, and biocompatible oximetry probes.