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coenzyme Q10

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coenzyme Q10
Namecoenzyme Q10
IUPAC name2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
OtherNamesubiquinone, CoQ10, vitamin Q10

coenzyme Q10. It is a fat-soluble, vitamin-like compound found in virtually every eukaryotic cell, where it is a critical component of the mitochondrial electron transport chain. Its primary biochemical role is to shuttle electrons in the processes of cellular respiration and ATP production. First identified in 1957 by Professor Frederick L. Crane at the University of Wisconsin–Madison, its structure was elucidated shortly thereafter by Karl Folkers and his team at Merck & Co., who also determined its essential role in human physiology.

Chemical structure and properties

The molecule consists of a benzoquinone head group and a long isoprenoid side chain, typically composed of ten isoprene units in humans, which gives it the "Q10" designation. This hydrophobic tail anchors the molecule within the inner mitochondrial membrane and other cellular lipid bilayers. The quinone head undergoes reversible reduction to the antioxidant form, ubiquinol, a reaction central to its electron-carrying function. Its synthesis was a significant achievement in organic chemistry, with notable contributions from researchers at Roche and the Tokyo Institute of Technology.

Biosynthesis and dietary sources

In humans, coenzyme Q10 is synthesized endogenously through a complex biosynthetic pathway that shares initial steps with cholesterol synthesis, involving enzymes such as HMG-CoA reductase. Key biosynthesis genes include COQ2, COQ4, and PDSS1, and mutations in these can lead to primary deficiency disorders. Dietary sources provide a minor contribution and include organ meats like heart and liver, fatty fish such as salmon and mackerel, and to a lesser extent, whole grains and soybeans. The FDA regulates it as a dietary supplement rather than a essential vitamin.

Physiological functions

Its paramount function is as an electron carrier in mitochondrial Complex I and Complex II to Complex III of the electron transport chain, facilitating the proton motive force used by ATP synthase to produce ATP. Beyond bioenergetics, its reduced form, ubiquinol, is a potent lipid-soluble antioxidant that protects cell membranes, LDL cholesterol, and mitochondrial DNA from oxidative damage. It also participates in extramitochondrial processes, including regulating the mitochondrial permeability transition pore and supporting the function of uncoupling proteins.

Medical uses and research

It is most established as a supportive treatment for conditions related to its deficiency or high oxidative stress. This includes its use in managing statin-induced myopathy, as some statins can inhibit its biosynthesis. Clinical studies, such as the Q-SYMBIO trial, have investigated its adjunctive use in congestive heart failure, showing potential benefits on symptoms and hospitalization. Research has also explored its role in Parkinson's disease, migraine prophylaxis, and Friedreich's ataxia, with trials often coordinated by institutions like the NIH and published in journals such as *Neurology*.

Safety and interactions

Coenzyme Q10 is generally well-tolerated, with a strong safety profile documented by organizations like the EFSA. Common side effects are mild and can include gastrointestinal discomfort. It may reduce the anticoagulant efficacy of warfarin, requiring careful monitoring by clinicians. There is theoretical concern that as an antioxidant, it could interfere with the mechanism of certain chemotherapeutic agents that generate reactive oxygen species, so consultation with an oncologist is advised. Its metabolism involves the CYP450 system, primarily CYP3A4, so potential interactions exist with inhibitors like ketoconazole or inducers like rifampicin.

Category:Coenzymes Category:Quinones Category:Dietary supplements