AMPIVIEW® RNA probes
Enabling Your Projects 
GMP Services
Bulk Solutions
Research Travel Grant
Have You Published Using an Enzo Product?
Mitochondrial complex II inhibitor
Antibiotic. Potent and specific inhibitor of mitochondrial complex II (succinate-ubiquinone oxidoreductase).
Shipping: Available products typically ship within 24/48h, via priority shipping.
Do you need support? Contact Customer Service or Technical Support.
Online Account
Access or Create Your Account
Product Details
| Alternative Name |
3-[(2S,4S,5R)-5,6-Dichloro-2,4-dimethyl-1-oxohexyl]-4-hydroxy-5,6-dimethoxy-2(1H)-pyridinone |
|---|---|
| Appearance |
White to off-white powder. |
| CAS |
119509-24-9 |
| Couple Target |
Mitochondrial complex |
| Couple Type |
Inhibitor |
| Formula |
C15H21Cl2NO5 |
| MW |
366.2 |
| Purity |
≥95% (HPLC) |
| RTECS |
CJ8800000 |
| Solubility |
Soluble in acetone, acetonitrile, chloroform, ethyl acetate, DMSO, methanol or 100% ethanol; insoluble in water or hexane. |
| Source |
Synthetic. Originally isolated from Penicillium sp. strain FO-125. |
| Technical Info / Product Notes |
The IC50 value against bovine heart complex II is 3.6nM (which is ~300-fold lower than the IC50 value of carboxin (1.1μM)). It also inhibits fumarate reductase of Ascaris suum (IC50 = 12nM). Inhibition of E. coli succinate dehydrogenase is less potent (IC50 = 5μM).By co-crystallization studies of atpenin A5 and complex II, the binding site of atpenin A5 was found to be the quinone-binding site of complex II. Additionally, atpenin A5 has been shown to have a protective action against ischemia-reperfusion via the activation of mitochondrial KATP channels. |
Handling & Storage
| Use/Stability |
As indicated on product label or CoA when stored as recommended. |
|---|---|
| Long Term Storage |
-20°C |
| Shipping |
Ambient Temperature |
| Regulatory Status |
RUO – Research Use Only |
|---|
- Ym155 localizes to the mitochondria leading to mitochondria dysfunction and activation of AMPK that inhibits BMP signaling in lung cancer cells: A. Mondal, et al.; Sci. Rep. 12, 13135 (2022), Abstract
- Glutaminases as a Novel Target for SDHB-Associated Pheochromocytomas/Paragangliomas: Sarkadi, B., Mészáros, K., et al.; Cancers (Basel) 12, (2020), Abstract
- BCPP compounds, PET probes for early therapeutic evaluations, specifically bind to mitochondrial complex I: S. Kazami, et al.; Mitochondrion 46, 97 (2019), Abstract
- Canagliflozin mediated dual inhibition of mitochondrial glutamate dehydrogenase and complex I: an off-target adverse effect: Secker, P. F., Beneke, S., et al.; Cell Death Dis. 9, 226 (2018), Abstract
- Dual loss of succinate dehydrogenase (SDH) and complex I activity is necessary to recapitulate the metabolic phenotype of SDH mutant tumors: D. Lorendeau, et al.; Metab. Eng. 43(Pt B), 187 (2017), Abstract
- Ubiquinone-binding site mutagenesis reveals the role of mitochondrial complex II in cell death initiation: K. Kluckova, et al.; Cell Death Dis. 6, e1749 (2015), Application(s): Cell Culture, Abstract — Full Text
- The complex II inhibitor atpenin A5 protects against cardiac ischemia-reperfusion injury via activation of mitochondrial KATP channels: A. P. Wojtovich & P. S. Brooks; Basic Res. Cardiol. 104, 121 (2009), Abstract
- Enantioselective total synthesis of atpenin A5: M. Ohtawa et al.; J. Antibiot. 62, 289 (2009), Abstract
- Structural and computational analysis of the quinone-binding site of complex II (succinate-ubiquinone oxidoreductase): a mechanism of electron transfer and proton conduction during ubiquinone reduction: R. Horsefield, et al.; J. Biol. Chem. 281, 7309 (2006), Abstract — Full Text
- Atpenins, potent and specific inhibitors of mitochondrial complex II (succinate-ubiquinone oxidoreductase): H. Miyadera, et al.; PNAS 100, 473 (2003), Abstract
- The structures of atpenins A4, A5 and B, new antifungal antibiotics produced by Penicillium sp: H. Kumagai, et al.; J. Antibiot. 43, 1553 (1990), Abstract
- Mechanism of action of atpenin B on Raji cells: K. Oshino, et al.; J. Antibiot. 43, 1064 (1990), Abstract
- Atpenins, new antifungal antibiotics produced by Penicillium sp. Production, isolation, physico-chemical and biological properties: S. Omura, et al.; J. Antibiot. 41, 1769 (1988), Abstract
Datasheet, Manuals, SDS & CofA
Manuals And Inserts
Certificate of Analysis
Please enter the lot number as featured on the product label
SDS
Enzo Life Science provides GHS Compliant SDS
If your language is not available please fill out the SDS request form