Atpenin A5

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Atpenin A5

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Cat No: 11898

Biochemicals - Natural Products

Mitochondrial complex II (succinate dehydrogenase or succinate:ubiquinone oxidoreductase) is a functional member of the Krebs cycle and the aerobic respiratory chain that couples the oxidation of succinate to fumarate with the reduction of quinone to q...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethyl-1-oxohexyl]-4-hydroxy-5,6-dimethoxy-2(1H)-pyridinone

Correlated keywords:

mitochondria complex II succinate dehydrogenase succinate:ubiquinone oxidoreductase SQR Krebs cycle respiration redox succinate fumarate quinone quinol cardioprotective enzyme A-5 FO125A5 FO125-A5 anti-fungal anti-biotic FO-125

Product Overview:
Mitochondrial complex II (succinate dehydrogenase or succinate:ubiquinone oxidoreductase) is a functional member of the Krebs cycle and the aerobic respiratory chain that couples the oxidation of succinate to fumarate with the reduction of quinone to quinol. Atpenin A5, an antifungal antibiotic isolated from Penicillium sp. found in soil, is a highly specific ubiquinone-binding site inhibitor of succinate dehydrogenase (IC50s = 12 and 3.7 nM in nematode and mammalian mitochondria, respectively, versus IC50s > 100 μM for inhibition of complex I and complex III enzymes).{21747,21748} Atpenin A5 has cardioprotective effects against simulated ischemia-reperfusion injury in cardiomyocytes. Several mechanisms through which this occurs, including activation of mitochondrial ATP-sensitive potassium channels or modulation of mitochondrial reactive oxygen species generation, have been proposed.{21745,21746}

Size	1 mg
Shipping	dry ice
CAS Number	119509-24-9
Molecular Formula	C₁₅H₂₁Cl₂NO₅
SMILES	COC(NC(O)=C1C([C@H](C[C@H](C)[C@H](CCl)Cl)C)=O)=C(OC)C1=O
Molecular Weight	366,2
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2922.19
UNSPSC code	12352100

Technical File

MSDS

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Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

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