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Coenzyme Q

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Coenzyme Q (CoQ), also known as ubiquinone or ubiquinol, is a biologically active quinone with an isoprenoid side chain, related in structure to vitamin K and vitamin E.

The oxidized structure of CoQ, or Q, is given here:

image:Ubiquinone3.png

The various kinds of Coenzyme Q can be distinguished by the number of isoprenoid side chains they have. The most common CoQ in human mitochondria is Q10. The image above has three isoprenoid units and would be called Q3.

If Coenzyme Q is reduced by one equivalent, the following structure results, a ubisemiquinone, and is denoted QH. Note the free radical on one of the ring oxygens.

image:Ubisemiquinone3.png

If Coenzyme Q is reduced by two equivalents, the compound becomes a ubiquinol, denoted QH2:

image:ubiquinol3.png

CoQ is found in the membranes of endoplasmic reticulum, peroxisomes, lysosomes, vesicles and notably the inner membrane of the mitochondrion where it is an important part of the electron transport chain, there it passes reducing equivalents to acceptors such as Coenzyme Q - cytochrome c reductase:

CoQH2+ 2 Fe+3-cytochrome c → CoQ + 2 Fe+2-cytochrome c

Because of its ability to transfer electrons and therefore act as an antioxidant, Coenzyme Q has become a fashionable dietary supplement.

Supplementation of Coenzyme Q10 has been found to have a beneficial effect on the condition of some sufferers of migraines. It is also being investigated as a treatment for cancer, and as relief from cancer treatment side effects.

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de:Ubichinon ja:ユビキノン

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