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http://hdl.handle.net/20.500.12188/1619
Title: | New insights into the chemistry of Coenzyme Q-0: A voltammetric and spectroscopic study | Authors: | Gulaboski, Rubin Bogeski, Ivan Kokoskarova, Pavlinka Haeri, Haleh H Mitrev, Sasa Stefova, Marina Stanoeva, Jasmina Petreska Markovski, Velo Mirčeski, Valentin Hoth, Markus Kappl, Reinhard |
Keywords: | Coenzyme Q-0 Voltammetry EPR Hydroxyl benzoquinones Antioxidants Calcium binding | Issue Date: | Oct-2016 | Publisher: | Elsevier BV | Journal: | Bioelectrochemistry (Amsterdam, Netherlands) | Abstract: | Coenzyme Q-0 (CoQ-0) is the only Coenzyme Q lacking an isoprenoid group on the quinoid ring, a feature important for its physico-chemical properties. Here, the redox behavior of CoQ-0 in buffered and non-buffered aqueous media was examined. In buffered aqueous media CoQ-0 redox chemistry can be described by a 2-electron-2-proton redox scheme, characteristic for all benzoquinones. In non-buffered media the number of electrons involved in the electrode reaction of CoQ-0 is still 2; however, the number of protons involved varies between 0 and 2. This results in two additional voltammetric signals, attributed to 2-electrons-1H(+) and 2-electrons-0H(+) redox processes, in which mono- and di-anionic compounds of CoQ-0 are formed. In addition, CoQ-0 exhibits a complex chemistry in strong alkaline environment. The reaction of CoQ-0 and OH(-) anions generates several hydroxyl derivatives as products. Their structures were identified with HPLC/MS. The prevailing radical reaction mechanism was analyzed by electron paramagnetic resonance spectroscopy. The hydroxyl derivatives of CoQ-0 have a strong antioxidative potential and form stable complexes with Ca(2+) ions. In summary, our results allow mechanistic insights into the redox properties of CoQ-0 and its hydroxylated derivatives and provide hints on possible applications. | URI: | http://hdl.handle.net/20.500.12188/1619 | DOI: | 10.1016/j.bioelechem.2016.05.008 |
Appears in Collections: | Faculty of Natural Sciences and Mathematics: Journal Articles |
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