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A novel metal-free low molecular weight superoxide dismutase mimic.
Open accessAbstract
2-Ethyl-1-hydroxy-2,5,5-trimethyl-3-oxazolidine (OXANOH), the one-electron reduction product of the stable nitroxide radical, 2-ethyl-2,5,5-trimethyl-3-oxazolidinoxyl (OXANO), is reportedly oxidized by superoxide, and its oxidation has been proposed as a method for assaying superoxide. We find that superoxide can both reduce OXANO and oxidize OXANOH. The respective rate constants, k1 and k2, were determined using two superoxide-generating systems (xanthine oxidase/xanthine as well as ionizing radiation). OXANOH oxidation and OXANO reduction are both inhibitable by superoxide dismutase, pH-dependent (4.5-9.3), and result in a steady state distribution of [OXANO] and [OXANOH], independent of their initial concentrations, i.e. the OXANO/OXANOH couple exhibits a metal-independent superoxide dismutase-like function. Thus it provides a prototype for future development of improved low molecular weight superoxide dismutase mimics which will also function in cellular hydrophobic (aprotic) compartments such as membranes.
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Cited by
Abramov, A. Y., Canevari, L., & Duchen, M. R. (2004) · The Journal of Neuroscience · doi:10.1523/jneurosci.4042-03.2004 · Cited by 587
Biologically active metal-independent superoxide dismutase mimics
Mitchell, J. B., Samuni, A., Krishna, M. C., DeGraff, W. G., Ahn, M. S., Samuni, U., & Russo, A. (1990) · Biochemistry · doi:10.1021/bi00463a024 · Cited by 428
Self-citationChemistry and Antihypertensive Effects of Tempol and Other Nitroxides
Wilcox, C. S., & Pearlman, A. (2008) · Pharmacological Reviews · doi:10.1124/pr.108.000240 · Cited by 377
Do Nitroxide Antioxidants Act as Scavengers of O2−˙or as SOD Mimics?
Krishna, M. C., Russo, A., Mitchell, J. B., Goldstein, S., Dafni, H., & Samuni, A. (1996) · Journal of Biological Chemistry · doi:10.1074/jbc.271.42.26026 · Cited by 342
Self-citationSelective potentiation of NMDA-induced neuronal injury following induction of astrocytic iNOS
Hewett, S. I., Csernansky, C. A., & Choi, D. W. (1994) · Neuron · doi:10.1016/0896-6273(94)90362-x · Cited by 297
Metadata
- Authors
- Samuni, A., Krishna, C. M., Riesz, P., Finkelstein, E., & Russo, A.
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 1988-12
- Volume
- 263
- Issue
- 34
- Pages
- 17921-17924
- ISSN
- 0021-9258 (ISSN-L)
- OpenAlex
- W1538731517
- Cited by
- 233
- References
- 0
- FWCI
- 7.78
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- Samuni, A., Krishna, C. M., Riesz, P., Finkelstein, E., & Russo, A. (1988). A novel metal-free low molecular weight superoxide dismutase mimic. Journal of Biological Chemistry. https://doi.org/10.1016/s0021-9258(19)81304-2
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