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Oligomycin B

Catalog No.GC16409

mitochondrial F1FO ATP synthase inhibitor

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Oligomycin B Chemical Structure

Cas No.: 11050-94-5

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1mg
$56.00
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5mg
$194.00
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10mg
$303.00
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Sample solution is provided at 25 µL, 10mM.

Description of Oligomycin B

Oligomycin B is a mitochondrial F1FO ATP synthase inhibitor.

The mitochondrial F1F0 ATP synthase is responsible for the ATP production in mammals via a rotary catalytic mechanism. Studies also show that the F1F0 ATP synthase can switch to an ATP hydrolase, which occurs under conditions during myocardial ischemia.

In vitro: Previous study found that oligomycin B and aurovertin B were able to inhibit both the synthase and the hydrolase function, which not only rendered them difficult to be experimentally used, but also precluded them from being therapeutics. Aurovertin B bound between the subunits catalytic F1 domain of the F1F0 ATPase, where it prevented the conformational changes required for the catalytic cycle of this enzyme, whereas oligomycin bound to the F0 domain and blocked proton flow [1].

In vivo: In a previous animal study, intracranial pressure measurements were performed in SD rats treated by intraperitoneal injection of vehicle, cyclosporine A, or oligomycin B. It was found that cerebral edema and mitochondrial impairment could be significantly worsened by treatment with oligomycin B, whereas a noticeable improvement could be observed in animals that received injections of cyclosporine A [2].

Clinical trial: Up to now, oligomycin B is still in the preclinical development stage.

References:
[1] G.  J. Grover and J. Malm. Pharmacological profile of the selective mitochondrial F1F0 ATP hydrolase inhibitor BMS-199264 in myocardial ischemia. Cardiovasc.Ther. 26, 287-296 (2008).
[2] Vlodavsky E, Palzur E, Shehadeh M, Soustiel JF.  Post-traumatic cytotoxic edema is directly related to mitochondrial function. J Cereb Blood Flow Metab. 2017 Jan;37(1):166-177.

Chemical Properties of Oligomycin B

Cas No. 11050-94-5 SDF
Chemical Name (1S,2'R,4E,5'R,6R,6'R,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,28R,29S)-22-ethyl-5',6'-dihydro-7,11,14,15-tetrahydroxy-6'-[(2S)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyra
Canonical SMILES O=C([C@H](C)[C@@H](O)[C@H](C)/C=C/1)[C@@H](C)[C@H](O)[C@@H](C)C([C@](O)(C)[C@H](O)[C@@H](C)C/C=C/C=C/[C@](CC)([H])CC[C@]2([H])[C@H](C)[C@]([C@@H](C)[C@]3(C(C[C@@H](C)[C@](C[C@@H](O)C)([H])O3)=O)O2)([H])OC1=O)=O
Formula C45H72O12 M.Wt 805.1
Solubility ≤30mg/ml in ethanol;20mg/ml in DMSO;30mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Oligomycin B

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1 mg 5 mg 10 mg
1 mM 1.2421 mL 6.2104 mL 12.4208 mL
5 mM 0.2484 mL 1.2421 mL 2.4842 mL
10 mM 0.1242 mL 0.621 mL 1.2421 mL
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