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Submit ReviewOligomycin A
Description: Inhibitor of mitochondrial ATPase
Chemical Name: (1R,4E,5'S,6S,6'S,7R,8S,10R,11R, 12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-3H,9H,13H-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-pyran]-3,9,13-trione
Purity: ≥98% (HPLC)
Biological Activity for Oligomycin A
Oligomycin A is an inhibitor of mitochondrial ATP synthase and uncoupler of oxidative phosphorylation. Antibiotic; exhibits anti-tumor activity.
Technical Data for Oligomycin A
| M. Wt | 791.06 |
| Formula | C45H74O11 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 579-13-5 |
| PubChem ID | 5281899 |
| InChI Key | MNULEGDCPYONBU-WMBHJXFZSA-N |
| Smiles | CC[C@](CC[C@@]([H])(O[C@@]2(CC[C@@H](C)[C@@]([H])(C[C@@H](O)C)O2)[C@@H]1C)[C@H](C)[C@]1([H])OC(/C=C/[C@H]([C@@H]([C@@H](C)C([C@@H](C)[C@H](O)[C@H]3C)=O)O)C)=O)([H])/C=C/C=C/C[C@H](C)[C@@H](O)[C@](C)(O)C3=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Oligomycin A
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 7.91 | 10 |
Preparing Stock Solutions for Oligomycin A
The following data is based on the product molecular weight 791.06. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.1 mM | 12.64 mL | 63.21 mL | 126.41 mL |
| 0.5 mM | 2.53 mL | 12.64 mL | 25.28 mL |
| 1 mM | 1.26 mL | 6.32 mL | 12.64 mL |
| 5 mM | 0.25 mL | 1.26 mL | 2.53 mL |
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Product Datasheets for Oligomycin A
References for Oligomycin A
References are publications that support the biological activity of the product.
Salomon et al (2001) Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase. Chem.Biol. 8 71 PMID: 11182320
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Keywords: Oligomycin A, Oligomycin A supplier, OligomycinA, inhibitors, mitochondrial, ATPase, inhibits, oxidative, phosphorylation, antibiotics, Other, ATPases, Antibiotics, 4110, Tocris Bioscience
10 Citations for Oligomycin A
Citations are publications that use Tocris products. Selected citations for Oligomycin A include:
Roland et al (2020) Metabolic Profiling of Single Cancer Cells Using Mitochondrial ATP Probes. STAR Protoc 1 100048 PMID: 33111094
Yonghyun et al (2020) Cellular uptake of protic ruthenium complexes is influenced by pH dependent passive diffusion and energy dependent efflux. J Inorg Biochem 203 110922 PMID: 31775072
Shin et al (2017) Lipolysis in Brown Adipocytes Is Not Essential for Cold-Induced Thermogenesis in Mice. Cell Metab 26 764 PMID: 28988822
P Darrell et al (2021) Intrinsic OXPHOS limitations underlie cellular bioenergetics in leukemia. Elife 10 PMID: 34132194
Kurt I et al (2021) Single-cell resolved imaging reveals intra-tumor heterogeneity in glycolysis, transitions between metabolic states, and their regulatory mechanisms. Cell Rep 34 108750 PMID: 33596424
Hongbo et al (2021) Investigating the Dynamic Changes in iNKT Cell Metabolic Profiles During Development. Methods Mol Biol 2388 181-192 PMID: 34524673
Bernd et al (2021) The HSV-1 Transcription Factor ICP4 Confers Liquid-Like Properties to Viral Replication Compartments. Int J Mol Sci 22 PMID: 33923223
Banh et al (2016) PTP1B controls non-mitochondrial oxygen consumption by regulating RNF213 to promote tumour survival during hypoxia. Nat Cell Biol 18 803 PMID: 27323329
Depaoli et al (2018) Real-Time Imaging of Mitochondrial ATP Dynamics Reveals the Metabolic Setting of Single Cells. Cell Rep 25 501 PMID: 30304688
Roland C et al (2013) The ToxBank Data Warehouse: Supporting the Replacement of In Vivo Repeated Dose Systemic Toxicity Testing. Mol Inform 32 47-63 PMID: 27481023
Do you know of a great paper that uses Oligomycin A from Tocris? Please let us know.
Reviews for Oligomycin A
Average Rating: 4 (Based on 1 Review.)
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Oligomycin A was used in oxidative phosphorylation studies.
By
Jade Smith on 02/05/2019
Assay Type: In Vivo
Species: Mouse
Oligomycin A was used in oxidative phosphorylation studies. Its action on protein channel blocking was being studied. Performed well and gives repeatable results.
