Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone
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Carbonyl cyanide-''p''-trifluoromethoxyphenylhydrazone (FCCP) is an
ionophore In chemistry, an ionophore () is a chemical species that reversibly binds ions. Many ionophores are lipid-soluble entities that transport ions across the cell membrane. Ionophores catalyze ion transport across hydrophobic membranes, such as liq ...
that is a mobile ion carrier. It is referred to as an uncoupling agent because it disrupts ATP synthesis by transporting
hydrogen ions A hydrogen ion is created when a hydrogen atom loses or gains an electron. A positively charged hydrogen ion (or proton) can readily combine with other particles and therefore is only seen isolated when it is in a gaseous state or a nearly particle ...
through the mitochondrial membrane before they can be used to provide the energy for oxidative phosphorylation. It is a nitrile and
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 ...
. FCCP was first described in 1962 by Heytler.


See also

* Carbonyl cyanide ''m''-chlorophenyl hydrazone (CCCP)


References

{{reflist Ionophores Nitriles Trifluoromethyl ethers Uncoupling agents Hydrazones