New insights into the chemistry of Coenzyme Q-0: A voltammetric and spectroscopic study

Gulaboski, Rubin and Bogeski, Ivan and Kokoskarova, Pavlinka and Haeri, Haleh H. and Mitrev, Sasa and Stefova, Marina and Stanoeva, Jasmina Petreska and Markovski, Velo and Mirceski, Valentin and Hoth, Markus and Kappl, Reinhard (2016) New insights into the chemistry of Coenzyme Q-0: A voltammetric and spectroscopic study. Bioelectrochemistry, 111. pp. 100-108. ISSN 15675394

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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 Ca2+ions. In summary, our results allowmechanistic insights into the redox properties of CoQ-0 and its hydroxylated derivatives and provide hints on possible
applications.
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Item Type: Article
Subjects: Medical and Health Sciences > Basic medicine
Natural sciences > Chemical sciences
Natural sciences > Physical sciences
Divisions: Faculty of Medical Science
Depositing User: Rubin Gulaboski
Date Deposited: 06 Jun 2016 09:53
Last Modified: 06 Jun 2016 09:53
URI: https://eprints.ugd.edu.mk/id/eprint/15914

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