Quantitative 31P NMR detection of oxygen-centered and carbon-centered radical species

Bioorganic & Medicinal Chemistry
Dimitris S ArgyropoulosOrlando J Rojas

Abstract

Quantitative 31P NMR spin trapping techniques can be used as effective tools for the detection and quantification of many free radical species. Free radicals react with a nitroxide phosphorus compound, 5-diisopropoxy-phosphoryl-5-methyl-1-pyrroline-N-oxide (DIPPMPO), to form stable radical adducts, which are suitably detected and accurately quantified using (31)P NMR in the presence of phosphorus containing internal standards. Initially, the 31P NMR signals for the radical adducts of oxygen-centered (*OH, O2*-) and carbon-centered (*CH3, *CH2OH, CH2*CH2OH) radicals were assigned. Subsequently, the quantitative reliability of the developed technique was demonstrated under a variety of experimental conditions. The 31P NMR chemical shifts for the hydroxyl and superoxide reaction adducts with DIPPMPO were found to be 25.3, 16.9, and 17.1 ppm (in phosphate buffer), respectively. The 31P NMR chemical shifts for *CH3, *CH2OH, *CH(OH)CH3, and *C(O)CH3 spin adducts were 23.1, 22.6, 27.3, and 30.2 ppm, respectively. Overall, this effort forms the foundations for a targeted understanding of the nature, identity, and mechanisms of radical activity in a variety of biomolecular processes.

References

Jan 1, 1989·Free Radical Biology & Medicine·A SamuniA Russo

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Citations

Jun 20, 2007·Antioxidants & Redox Signaling·J F Dunn
Aug 9, 2012·Journal of Pharmaceutical and Biomedical Analysis·Ulla Brinkmann-TrettenesAnnette Bauer-Brandl
Mar 10, 2010·European Journal of Mass Spectrometry·Luca Zoia, Dimitris S Argyropoulos
Jun 13, 2017·ChemSusChem·Shradha V Patil, Dimitris S Argyropoulos
Mar 14, 2017·The Journal of Clinical Pediatric Dentistry·Himanshu Sharma, Divya S Sharma
Dec 31, 2019·Environmental Science & Technology·Zhenyu ShiTimothy J Strathmann

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