C3007-10mg | Oligomycin Complex [1404-19-9] Clinisciences

Background

Target: ATP synthase

GI50: 270 nM

Oligomycin complex is a mixture of oligomycins A, B, and C. Oligomycin A is a selective inhibitor of ATP synthase, which can inhibit oxidative phosphorylation and all the ATP-dependent processes occurring on the coupling membrane of mitochondria, and induces apoptosis in a variety of cell types. Oligomycin B is a nonselective inhibitor of ATP synthases, which can reduce the rate of ATP depletion in myocardial ischemia.

In Vitro: In A549, H1299, H1975, H520, 786-0, H838, and U87mG cancer cell lines, 100 ng/mL Oligomycin could completely inhibit OXPHOS phosphorylation activity and stimulate various levels of glycolysis gains [1]. Besides, 5 μg/mL Oligomycin could inhibit the F0 part of H+-ATP-synthase, and strongly suppress cytochrome c release and apoptosis in Hela cells induced by TNF [2]. Furthermore, Oligomycin could inhibit mitochondrial respiration, and sensitize melanoma cells to cisplatin treatment to inhibit cell invasion [3].

In Vivo: no data available.

Clinical trial: no data available.

References:
[1] Hao W, Chang C B, Tsao C, et al. Oligomycin-induced Bioenergetic Adaptation in Cancer Cells with Heterogeneous Bioenergetic Organization [J]. Journal of Biological Chemistry, 2010, 285 (17): 12647-12654.
[2] Shchepina L A, Pletjushkina O Y, Avetisyan A V, et al. Oligomycin, inhibitor of the F0 part of H+-ATP-synthase, suppresses the TNF-induced apoptosis [J]. Oncogene, 2002, 21 (53): 8149.
[3] Roesch A, Vultur A, Bogeski I, et al. Overcoming Intrinsic Multidrug Resistance in Melanoma by Blocking the Mitochondrial Respiratory Chain of Slow-Cycling JARID1Bhigh Cells [J]. Cancer Cell, 2013, 23 (6): 811-825.

Product Citation

1. Ren He, Xiaohan Li, et al. "Dexamethasone inhibits IL-8 via glycolysis and mitochondria-related pathway to regulate inflammatory pain." BMC Anesthesiol. 2023 Sep 18;23(1):317. PMID: 37723417
2. Fangfang Wang, Zhang Dan, et al. "ALCAM regulates multiple myeloma chemoresistant side population." Cell Death Dis. 2022 Feb 10;13(2):136. PMID:35145058
3. Beatriz Lapa, Ana Cristina Gonçalves, et al. "Acute myeloid leukemia sensitivity to metabolic inhibitors: glycolysis showed to be a better therapeutic target." Med Oncol. 2020 Jul 28;37(8):72. PMID:32725458

Chemical Properties

Physical Appearance	A crystalline solid
Storage	Store at -20°C
M.Wt	791.1 (Oligomycin A) 805.1 (Oligomycin B) 775.1 (Oligomycin C)
Cas No.	1404-19-9
Formula	C₄₅H₇₄O₁₁(Oligomycin A) C₄₅H₇₂O₁₂(Oligomycin B) C₄₅H₇₄O₁₀(Oligomycin C)
Solubility	≤30 mg/mL in ethanol; 20 mg/mL in DMSO; 30 mg/mL in dimethyl formamide
SDF	Download SDF
Canonical SMILES	O=C([C@H]([C@@H]([C@H](C([C@](C)([C@@H]([C@H](C/C=C/C=C/[C@](18)(CC[C@@]1([C@@H]([C@](18)(O2)[C@H]([C@@]3(O1)C(C[C@H]([C@](18)(O3)C[C@H](C)O)C)=O)C)C)18)CC)C)O)O)=O)C)O)C)[C@@H]([C@H]([C@@H](/C=C/C2=O)C)O)C.O=C([C@H]([C@@H]([C@H](C([C@](C)([C@@H]([C@H
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.

Protocol

Cell experiment:[1]
Cell lines	Human cancer cell lines NCIH1299 (H1299), A549, NCI-H1975 (H1975), NCI-H1650 (H1650), NCI-H520 (H520), 786-0, NCI-H838 (H838), and U87MG
Reaction Conditions	100 ng/ml oligomycin
Applications	Oligomycin at 100 ng/ml completely inhibited oxidative phosphorylation (OXPHOS) activity in 1 h and induced various levels of glycolysis gains by 6 h. In general, cell lines with higher respiration levels showed larger gains in glycolysis flux upon oligomycin treatment. Oligomycin, as a mitochondrial ATPase inhibitor, could be used to study OXPHOS suppression-related pharmacological effects in a variety of cancer cells, including glycolysis acceleration, ATP imbalance, AMPK activation, phosphorylation of AMPK substrate acetyl-CoA carboxylase at Ser⁷⁹, and cell growth inhibition.
Note	The technical data provided above is for reference only.
	References: 1. Hao W, Chang CP, Tsao CC, et al. Oligomycin-induced bioenergetic adaptation in cancer cells with heterogeneous bioenergetic organization. Journal of Biological Chemistry, 2010, 285(17): 12647-12654.

Quality Control

Purity ≥95.00% (Mixture of A, B, C)

COA (Certificate Of Analysis)
MSDS (Material Safety Data Sheet)

Oligomycin Complex [1404-19-9]

Cat# C3007-10mg

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Marca : APExBIO Technology