Carbonyl cyanide m-chlorophenyl hydrazone
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Carbonyl cyanide ''m''-chlorophenyl hydrazone (CCCP; also known as 3-chlorophenyl)hydrazonoalononitrile) is a chemical inhibitor of oxidative phosphorylation. It is a nitrile,
hydrazone Hydrazones are a class of organic compounds with the structure . They are related to ketones and aldehydes by the replacement of the oxygen =O with the = functional group. They are formed usually by the action of hydrazine on ketones or aldehyde ...
and
protonophore A protonophore, also known as a proton translocator, is an ionophore that moves protons across lipid bilayers or other type of membranes. This would otherwise not occur as protons cations (H+) have positive charge and hydrophilic properties, making ...
. In general, CCCP causes the gradual destruction of living cells and death of the organism, although mild doses inducing partial decoupling have been shown to increase median and maximum lifespan in '' C. elegans'' models, suggesting a degree of
hormesis Hormesis is a characteristic of many biological processes, namely a biphasic or triphasic response to exposure to increasing amounts of a substance or condition. Within the hormetic zone, the biological response to low exposures to toxins and othe ...
. CCCP causes an uncoupling of the proton gradient that is established during the normal activity of electron carriers in the electron transport chain. The chemical acts essentially as an ionophore and reduces the ability of ATP synthase to function optimally. It is routinely used as an experimental uncoupling agent in cell and molecular biology, particularly in the study of
mitophagy Mitophagy is the selective degradation of mitochondria by autophagy. It often occurs to defective mitochondria following damage or stress. The process of mitophagy was first described over a hundred years ago by Margaret Reed Lewis and Warren Harmo ...
, where it was integral in discovering the role of the
Parkinson's disease Parkinson's disease (PD), or simply Parkinson's, is a long-term degenerative disorder of the central nervous system that mainly affects the motor system. The symptoms usually emerge slowly, and as the disease worsens, non-motor symptoms becom ...
-associated
ubiquitin ligase A ubiquitin ligase (also called an E3 ubiquitin ligase) is a protein that recruits an E2 ubiquitin-conjugating enzyme that has been loaded with ubiquitin, recognizes a protein substrate, and assists or directly catalyzes the transfer of ubiquit ...
Parkin. Outside of its effects on mitochondria, CCCP may also disrupt lysosomal degradation during autophagy.


See also

*
Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone Carbonyl cyanide-''p''-trifluoromethoxyphenylhydrazone (FCCP) is an ionophore that is a mobile ion carrier. It is referred to as an uncoupling agent because it disrupts ATP synthesis by transporting hydrogen ions through the mitochondrial me ...
(FCCP)


References

{{reflist Nitriles Hydrazones Chlorobenzenes Ionophores Uncoupling agents