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    Oligomycin A
    Oligomycin A

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0064
    CAS #: 579-13-5Purity ≥98%

    Description: Oligomycin A (also known as MCH 32) is produced by Streptomyces and is a potent inhibitor of ATP synthase, which inhibits oxidative phosphorylation and all the ATP-dependent processes occurring on the coupling membrane of mitochondria. Oligomycin A inhibits mitochondrial F0F1-ATPase with a Ki of 1 μM and shows anti-fungal activity. Oligomycin A blocks proton channel of ATP synthase, which is necessary for transforming ADP to ATP by oxidative phosphorylation, accomplishing the inhibition of ATP synthase. 

    References: Essays Biochem. 2010;47:53-67; J Biol Chem. 2010 Apr 23;285(17):12647-54.

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    Molecular Weight (MW)791.06
    FormulaC45H74O11 
    CAS No.579-13-5
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 10 mg/mL (12.6 mM)
    Water: <1 mg/mL
    Ethanol: <1 mg/mL
    Solubility (In vivo)30% PEG400+0.5% Tween80+5% Propylene glycol: 15 mg/mL 
    Other info

    Synonym: Oligomycin A; MCH 32; MCH 32; MCH 32.

    Chemical Name: (1S,2'R,4E,5'R,6R,6'S,7S,8R,10S,11S,12R,14S,15R,16S,18E,20E,22S,25R,28R,29S)-22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(1Z)-2-hydroxy-1-propen-1-yl]-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]pyran]-3,9,13-trione

    InChi Key: STEWZSZUSBALCS-HQBODTQXSA-N

    InChi Code: InChI=1S/C45H72O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,24-27,29-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-23H2,1-11H3/b14-13+,17-15+,21-18+,28-24-/t25-,26-,27+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m1/s1

    SMILES Code: O=C(/C=C/[C@@H](C)[C@H](O)[C@@H](C)C([C@@H](C)[C@H](O)[C@H]1C)=O)O[C@]([C@H]2C)([H])[C@@H](C)[C@]3(CC[C@@H](C)[C@@H](/C=C(O)/C)O3)O[C@]2([H])CC[C@H](CC)/C=C/C=C/C[C@H](C)[C@@H](O)[C@](C)(O)C1=O


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    In Vitro

    In vitro activity: Oligomycin A is an inhibitor of ATP synthase, inhibits oxidative phosphorylation and all the ATP-dependent processes occurring on the coupling membrane of mitochondria.Oligomycin A inhibits ATP synthase by blocking its proton channel (Fo subunit), which is necessary for oxidative phosphorylation of ADP to ATP. The inhibition of ATP synthesis by oligomycin A will significantly reduce electron flow through the electron transport chain; however, electron flow is not stopped completely due to a process known as proton leak or mitochondrial uncoupling. In a group of cancer cells, Oligomycin at 100 ng/ml completely inhibits oxidative phosphorylation activity in 1 h and induces various levels of glycolysis gains by 6 h. Oligomycin, inhibitor of the F0 part of H+-ATP-synthase, suppresses the TNF-induced apoptosis. Oligomycin inhibits mitochondrial respiration in melanoma, sensitizes melanoma cells to therapy, blocks the emergence of the slow-cycling, long-term tumor-maintaining melanoma cells.


    Cell Assay: ATP and Oligomycin Dose-Response Growth Measurement. Cellular ATP changes are measured by CellTiter-Glo reagent. To measure oligomycin dose-response curves, the cells are plated in 96-well plates at about 400–500 cells/well in 100 μl of culture, dosed the next day, and grown for 4 additional days followed by assaying with Cell-Titer-Glo reagent. The dose-response curves are plotted with nonlinear regression analysis of GraphPad Prism.

    In VivoN/A
    Animal modelN/A
    Formulation & DosageN/A
    References

    Essays Biochem. 2010;47:53-67; J Biol Chem. 2010 Apr 23;285(17):12647-54.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Oligomycin A

    Oligomycin at 100 ng/ml inhibits OXPHOS activity and stimulates various glycolysis gains in cancer cells. J Biol Chem. 2010 Apr 23;285(17):12647-54.
     
     

    Oligomycin A

    Oligomycin treatment on cellular ATP levels. J Biol Chem. 2010 Apr 23;285(17):12647-54.
     

    Oligomycin A

    Compare oligomycin- and hypoxia-induced glycolysis shift. A, H1299 cells were treated with 100 ng/ml oligomycin (OM-100) and 0.2% hypoxia for 24 h. J Biol Chem. 2010 Apr 23;285(17):12647-54.


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