Coenzyme Q

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.

Contents

History

Coenzyme Q was first discovered in 1957 by professor F. L. Crane and colleagues at the University of Wisconsin Enzyme Institute. In 1958, its chemical structure was reported by Dr. D.E. Wolf and a research group at Merck Laboratories led by Dr. Karl Folkers.

Chemical properties

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

Biochemical role

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

Supplementation

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

Young people are able to make Q10 from the lower numbered ubiquinones such as Q6 or Q8. Older people, and anyone who is ill is not able to make enough. Q10 thus becomes a vitamin later in life and when sick.

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.

Recent studies have suggested that Coenzyme Q10 may act as an important antioxidant in the body and the brain. Some of these studies have indicated that Coenzyme Q10 may protect the brain from neurodegenerative disease such as Parkinsons and also from the damaging side effects of a transient ischemic attack (stroke) in the brain.

External links

de:Ubichinon ja:ユビキノン

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