- Antimycin A
Chembox new
ImageFile=Antimycin A.svg
ImageSize=
IUPACName= (2{R},3(S},6{S},7{R},8{R})-3- [(3-formamido-2-hydroxybenzoyl)amino] -8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate
OtherNames=
Section1= Chembox Identifiers
CASNo=642-15-9
PubChem=12550
SMILES=
MeSHName=Antimycin+A
Section2= Chembox Properties
Formula=C28H40N2O9
MolarMass=548.625
Appearance=
Density=
MeltingPt=
BoilingPt=
Solubility=
Section3= Chembox Hazards
MainHazards=
FlashPt=
Autoignition=Antimycin A is a chemical compound produced by
streptomyces bacteria.Uses
It is the active ingredient in
Fintrol , a chemicalpiscicide (fish poison ) used infisheries management and in thecatfish industry.It is also used as an
antibiotic .Mechanism
Antimycin A functions by inhibiting the
oxidation ofubiquinol in theelectron transport chain , ultimately preventing the formation of ATP.More specifically, Antimycin A binds to the Qi site of
Complex III (the enzymecytochrome c oxidoreductase ), in the cytochrome b subunit.The inhibition of
Complex III by Antimycin A result in the formation of large quantities of the toxic free radical,Superoxide .It has also been found to inhibit the cyclic electron flow within photosynthetic systems along the proposed ferredoxin quinone reductase pathway.
Antimycin blocks the flow of electrons from semiquinone to ubiquinone in the Q-cycle of complex III in oxidative phosphorylation. By doing so it inhibits the electron transport pathway thus preventing the consumption of oxygen (which occurs at Complex IV) and disrupting the proton gradient across the inner membrane. It is the disruption of the proton gradient that prevents the production of ATP as protons are unable to flow through the ATP synthase complex.
Wikimedia Foundation. 2010.