A cyclic voltammetric study of the aqueous electrochemistry of some quinones

Bailey, Stuart; Ritchie, I.M.

doi:10.1016/0013-4686(85)80051-7

Cited by 195 publications

(130 citation statements)

References 16 publications

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“…Thus, BQ was reported to reduce to BQ À C via n = 1 in solutions not buffered with no potential shifts observed due to the pH change [23,24]. This was, however, disputed in a few studies [25,26] and we now examine it with our MTAV experiments.…”

Section: Benzoquinone Reductionmentioning

confidence: 54%

Mass‐Transfer Admittance Voltammetry from Electrochemical Impedance Spectroscopy and Its Applications

Chang¹,

Lee²,

Park³

2011

Electroanalysis

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We report an extraction-reconstruction strategy for obtaining a novel voltammogram for a specific electrochemical process. While a conventional voltammogram is obtained from potentiodynamic currents, our voltammogram is obtained from a large body of potentiodynamic electrochemical impedance spectra by taking advantage of their highly resolvable power. As a proof of concept, construction of a mass transfer admittance voltammogram (MTAV) is demonstrated, which is made up of purely mass transfer admittances plotted vs. potential, excluding effects from other interfering electrochemical components. We also compare the MTAV with the AC voltammogram to show its enhanced accuracy and apply the novel voltammetry to clearly determine the number of electrons transferred and diffusion coefficients, which may vary depending on experimental conditions, for a complex electrochemical reaction.

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Section: Benzoquinone Reductionmentioning

confidence: 54%

Mass‐Transfer Admittance Voltammetry from Electrochemical Impedance Spectroscopy and Its Applications

Chang¹,

Lee²,

Park³

2011

Electroanalysis

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“…The NMR spectra ( Figure 2C) of CoQ1 dissolved in NaOD at 5 min (lower trace) and at 200 min (upper trace) clearly show a decay of the methoxy group signals (green circle) with time, while a new signal for methanol (red circle) appears, both signals being strictly correlated over several hours ( Figure 2D). These findings provide strong evidence that the loss of the methoxy groups of CoQ1 leads to the generation of a new hydroxylated product, which exists in an anionic form in basic medium (Scheme 2, structures 3 and 5, and refs 44,45). This derivative can exist as a mono-or dianion, which is the main reason for its highly increased water solubility.…”

Section: ' Materials and Methodsmentioning

confidence: 80%

Calcium Binding and Transport by Coenzyme Q

et al. 2011

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Coenzyme Q10 (CoQ10) is one of the essential components of the mitochondrial electron-transport chain (ETC) with the primary function to transfer electrons along and protons across the inner mitochondrial membrane (IMM). The concomitant proton gradient across the IMM is essential for the process of oxidative phosphorylation and consequently ATP production. Cytochrome P450 (CYP450) monoxygenase enzymes are known to induce structural changes in a variety of compounds and are expressed in the IMM. However, it is unknown if CYP450 interacts with CoQ10 and how such an interaction would affect mitochondrial function. Using voltammetry, UV–vis spectrometry, electron paramagnetic resonance (EPR), nuclear magnetic resonance (NMR), fluorescence microscopy and high performance liquid chromatography–mass spectrometry (HPLC–MS), we show that both CoQ10 and its analogue CoQ1, when exposed to CYP450 or alkaline media, undergo structural changes through a complex reaction pathway and form quinone structures with distinct properties. Hereby, one or both methoxy groups at positions 2 and 3 on the quinone ring are replaced by hydroxyl groups in a time-dependent manner. In comparison with the native forms, the electrochemically reduced forms of the new hydroxylated CoQs have higher antioxidative potential and are also now able to bind and transport Ca2+ across artificial biomimetic membranes. Our results open new perspectives on the physiological importance of CoQ10 and its analogues, not only as electron and proton transporters, but also as potential regulators of mitochondrial Ca2+ and redox homeostasis.

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“…24,25 It is found that the pK a values of hydroquinone are much bigger than that of the semiquinone while E Q/Q•− and E Q•−/Q2− are similar; normally the pK a of QH…”

Section: -mentioning

confidence: 98%

The Electrochemical Reaction Mechanism and Applications of Quinones

Kim¹,

Chung²

2014

Bulletin of the Korean Chemical Society

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This tutorial review provides a general account of the electrochemical behavior of quinones and their various applications. Quinone electrochemistry has been investigated for a long time due to its complexity. A simple point of view is developed that considers the relative stability of the reduced quinone species and the values of the first and second reduction potentials. The 9-membered square scheme in buffered aqueous solutions is explained and semiquinone radical stability is discussed in this context. Quinone redox reaction has also been employed in various studies. Diverse examples are presented under three broad categories defined by the roles of quinone: molecular tool for physical chemistry, versatile electron mediator, and charge storage for energy conversion devices.

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A cyclic voltammetric study of the aqueous electrochemistry of some quinones

Cited by 195 publications

References 16 publications

Mass‐Transfer Admittance Voltammetry from Electrochemical Impedance Spectroscopy and Its Applications

Mass‐Transfer Admittance Voltammetry from Electrochemical Impedance Spectroscopy and Its Applications

Calcium Binding and Transport by Coenzyme Q

The Electrochemical Reaction Mechanism and Applications of Quinones

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