Oligomycin A
Oligomycin A (CAS 579-13-5) is a potent inhibitor of mitochondrial ATP synthase, specifically targeting the proton channel of the enzyme's F0 subunit. By blocking proton translocation, oligomycin A effectively halts ATP production via oxidative phosphorylation, thereby substantially reducing electron transport chain activity and cellular oxygen consumption. Experimental studies in cancer cell models demonstrate oligomycin A's ability to rapidly suppress mitochondrial respiration at low concentrations, causing significant metabolic shifts toward glycolysis. Consequently, oligomycin A is frequently utilized in biomedical research to elucidate mitochondrial bioenergetics, apoptosis pathways, and metabolic adaptations in cancer.
- 1. Jacob L. Edmondson, Megan R. Reed, et al. "EZH2 loss during metabolic stress drives restoration of MHC class I machinery in melanoma." iScience. 2025 May 26;28(6):112750 PMID: 40546964
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- 4. Jun Xiao, Shuang Wang, et al. "25-Hydroxycholesterol regulates lysosome AMP kinase activation and metabolic reprogramming to educate immunosuppressive macrophages." Immunity. 2024 May 14;57(5):1087-1104.e7. PMID: 38640930
- 5. Elias Adriaenssens, Thanh Ngoc Nguyen, et al. "Control of mitophagy initiation and progression by the TBK1 adaptors NAP1 and SINTBAD." bioRxiv. September 25, 2023.
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| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 791.06 |
| Cas No. | 579-13-5 |
| Formula | C45H74O11 |
| Solubility | insoluble in H2O; ≥17.43 mg/mL in EtOH; ≥9.89 mg/mL in DMSO |
| Chemical Name | 4-ethyl-11,12,15,19-tetrahydroxy-6'-(2-hydroxypropyl)-5',10,12,14,16,18,20,26,29-nonamethylspiro[24,28-dioxabicyclo[23.3.1]nonacosa-5,7,21-triene-27,2'-oxane]-13,17,23-trione |
| SDF | Download SDF |
| Canonical SMILES | CCC1CCC2C(C(C(C3(O2)CCC(C(O3)CC(C)O)C)C)OC(=O)C=CC(C(C(C(=O)C(C(C(C(=O)C(C(C(CC=CC=C1)C)O)(C)O)C)O)C)C)O)C)C |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment[1]: | |
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Cell lines |
Human laryngeal cancer docetaxel-resistant DRHEp2 cells |
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Preparation method |
The solubility of this compound in DMSO is > 9.9mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
72 h, 2 µg/ml |
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Applications |
Oligomycin A is an Fo-ATPase inhibitor. Oligomycin A increased the sensitivity of DRHEp2 cells to docetaxel in a dose-dependent manner and combining oligomycin A and docetaxel increased the generation of mitochondrial ROS. |
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References: [1]. Mizumachi T, Suzuki S, Naito A, et al. Increased mitochondrial DNA induces acquired docetaxel resistance in head and neck cancer cells[J]. Oncogene, 2008, 27(6): 831-838. |
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Quality Control & MSDS
- View current batch:
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
Related Biological Data
