[CAS NO. 579-13-5] Oligomycin A

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PRODUCTS SPECIFICATIONS [579-13-5]

Catalog

SLK-S1478

Brand

Selleck

CAS

579-13-5

DESCRIPTION [579-13-5]

Overview

MDL	-
Molecular Weight	791.06
Molecular Formula	C45H74O11
SMILES	C[C@@H]1[C@@]2(O[C@@]3([C@@H](C)[C@]1(OC(=O)/C=C/[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@](C)(O)[C@@H](O)[C@H](C)C\C=C\C=C\[C@H](CC)CC3)[H])[H])O[C@@H](C[C@@H](C)O)[C@@H](C)CC2

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	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
50 mM	0.0253 mL	0.1264 mL	0.2528 mL

Description

Oligomycin A (MCH 32) is an inhibitor of , inhibits oxidative phosphorylation and all the ATP-dependent processes occurring on the coupling membrane of mitochondria.

Targets

ATP synthase ^[1]
(Cell-free assay)

In vitro

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.

References

[1] Jastroch M, et al. Essays Biochem. 2010;47:53-67.
[2] Hao W, et al. J Biol Chem, 2010, 285(17), 12647-12654.
[3] Shchepina LA, et al. Oncogene, 2002, 21(53):8149-8157.
[4] Roesch A, et al. Cancer Cell, 2013, 23(6), 811-825.
[5] Hu Q, et al. Stroke. 2017 Jun;48(6):1655-1664.

Synonyms

Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,9,13-trione, 22-ethyl-3′,4′,5′,6′-tetrahydro-7,11,14,15-tetrahydroxy-6′-[(2R)-2-hydroxypropyl]-5′,6,8,10,12,14,16,28,29-nonamethyl-, (1R,2′R,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-

Oligomycin A

Spiro[2,26-dioxabicyclo[23.3.1]nonacosane-27,2′-[2H]pyran], oligomycin A deriv.

(1R,2′R,4E,5′S,6S,6′S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-3′,4′,5′,6′-tetrahydro-7,11,14,15-tetrahydroxy-6′-[(2R)-2-hydroxypropyl]-5′,6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2′-[2H]pyran]-3,9,13-trione

MCH 32