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Oligomycin A (Synonyms: MCH 32)

Katalog-Nr.GC16859

Oligomycin A (MCH 32), hergestellt von Streptomyces, wirkt als mitochondrialer F0F1-ATPase-Inhibitor mit einem Ki von 1 μM; Oligomycin A zeigt antimykotische AktivitÄt.

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Oligomycin A Chemische Struktur

Cas No.: 579-13-5

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10mM (in 1mL DMSO)
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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 1 publications

Product Documents

Quality Control & SDS

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Protocol

Cell experiment [1]:

Cell lines

P3 cells

Preparation Method

Oxygen consumption was measured at 37 °C in cell culture medium. The oxygen consumption rate was measured under 3 different conditions: phosphorylating state (endogenous respiratory condition), non-phosphorylating state with addition of oligomycin A (50 ng/mL), and uncoupled state by the successive addition of carbonyl cyanide m-chlorophenyl hydrazone (CCCP 0.5 µM) to reach the maximal respiration.

Reaction Conditions

50 ng/mL for 3days

Applications

Additional oxygen consumption analysis was performed using the Oroboros oxygraph methodology and showed no difference in endogenous oxygen consumption rate at oligomycin A or CCCP, even with a long-term DCA treatment (3 days)

Animal experiment [2]:

Animal models

Wt and Tg mice

Preparation Method

Oligomycin A (1mg/kg ) was given by i.v. for 2h before lipopolysaccharide (LPS) and galactosamine (GalN) treatment

Dosage form

intravenous injection (i.v.), 1mg/kg,

Applications

Wt mice treated with oligomycin A have decreased ATP levels in the liver. Concomitantly, these mice showed an enhanced apoptosis in hepatocytes as Tg mice after LPS/GalN administration.

References:

[1]: Larrieu, CM; Storevik, S, et al. Refining the Role of Pyruvate Dehydrogenase Kinases in Glioblastoma Development. 2022. Cancers,14(15). DOI: 10.3390/cancers14153769
[2]: Shang Y, Liu Y, Du L, Wang Y, et al. Targeted expression of uncoupling protein 2 to mouse liver increases the susceptibility to lipopolysaccharide/galactosamine-induced acute liver injury. Hepatology 2009, 50: 1204-1216

Background

Oligomycin A is an inhibitor of ATP synthase, which inhibits the process taking place on mitochondria coupling membrane that depended on ATP and oxidative phosphorylation [1].

Oligomycin A produced a concentration-dependent block of Icrac with similar characteristics, but with lower potency than oligomycin B. Fits of averaged concentration-response data to a logistic function yielded IC50 values and slope factor coefficients (respectively) of 13.5 µM and 0.85 for oligomycin A, and 2.3 µM and 0.82 for oligomycin B. A two-way analysis of variance confirmed a significantly greater inhibition by oligomycin B over the concentration range tested [2].

Oligomycin A treated Wt(widetype) mice have decreased ATP levels in the liver. Concomitantly, these mice showed an enhanced apoptosis in hepatocytes as Tg mice after LPS/GalN administration [3]. Further activation of AMPK was detected in Wt mice after treatment with oligomycin A. Collectively, these data demonstrated that UCP2 expression in hepatocytes could alter mitochondrial parameters leading to activation of AMPK [3].

References:
[1]. Jastroch M, Divakaruni AS, Mookerjee S, et al. Mitochondrial proton and electron leaks. Essays Biochemistry, 2010, 47:53-67.
[2]. Cho, J.H., M. Balasubramanyam, G. Chernaya, J.P. Gardner, A. Aviv, J.P. Reeves, P.G. Dargis, and E.P. Christian. Oligomycin inhibits storeoperated channels by a mechanism independent of its effects on mitochondrial ATP. Biochem. J. 1997.324:971-980.
[3]. Shang Y, Liu Y, Du L, Wang Y, et al. Targeted expression of uncoupling protein 2 to mouse liver increases the susceptibility to lipopolysaccharide/galactosamine-induced acute liver injury. Hepatology 2009, 50: 1204-1216

Chemical Properties

Cas No. 579-13-5 SDF
Überlieferungen MCH 32
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
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
Formula C45H74O11 M.Wt 791.06
Löslichkeit ≥ 9.9mg/mL in DMSO, ≥ 17.43 mg/mL in EtOH 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

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 1.2641 mL 6.3206 mL 12.6413 mL
5 mM 0.2528 mL 1.2641 mL 2.5283 mL
10 mM 0.1264 mL 0.6321 mL 1.2641 mL
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