OLIGOMYCIN A Chemical Properties

Melting point:

150-151℃

Boiling point:

886.3±65.0 °C(Predicted)

Density 

1.14

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Soluble in DMSO, ethanol or acetone

pka

12.52±0.70(Predicted)

form 

powder

color 

white to off-white

Merck 

13,6902

BRN 

5702132

InChIKey

MNULEGDCPYONBU-WMBHJXFZSA-N

Safety Information

Hazard Codes 

Xn,T

Risk Statements 

22-68/20/21/22-20/21/22

Safety Statements 

36/37-24/25

RIDADR 

2811

WGK Germany 

3

RTECS 

RK3325000

F 

3-10

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29419090

MSDS

• Language:English Provider:SigmaAldrich

OLIGOMYCIN A Usage And Synthesis

Description

Oligomycins are macrolides created by Streptomyces species that can be toxic to other organisms. Different oligomycin isomers are highly specific for the disruption of mitochondrial metabolism. Oligomycin A, a dominant analog of the isomers, is an inhibitor of mitochondrial F₁F_O ATP synthase that induces apoptosis in a variety of cell types (average GI₅₀ = 270 nM). Oligomycin A exhibits antifungal, antitumor, and nematocidal activities, but has poor solubility in water and other biocompatible solvents, which limits its clinical application.

Chemical Properties

White powder

Uses

Oligomycin A is a macrolide with fungicidal activity isolated from Streptomyces species.

Uses

Oligomycin A is the dominant analogue of a class macrocyclic lactones isolated from selected strains of Streptomyces sp.. Oligomycin A is an inhibitor of mitochondrial F1F0-ATPase. It induces apoptosis in a variety of cell types, makes cells more susceptible to cell death, and also leads to a switch in the death mode from apoptosis to necrosis. Oligomycin A exhibits a broad biological profile including antifungal, antitumour and nematocidal activities.

Uses

Oligomycin A is the dominant analogue of a class of macrocyclic lactones isolated from selected strains of Streptomyces sp.. Oligomycin A is an inhibitor of mitochondrial F1F0-ATPase. It induces apoptosis in a variety of cell types, makes cells more susceptible to cell death, and also leads to a switch in the death mode from apoptosis to necrosis. Oligomycin A exhibits a broad biological profile including antifungal, antitumor and nematocidal activities.

storage

-20°C

References

[1]. jastroch m, divakaruni as, mookerjee s, et al. mitochondrial proton and electron leaks. essays biochemistry, 2010, 47:53-67.
[2]. shchepina la, pletjushkina oy, avetisyan av, et al. oligomycin, inhibitor of the f-0 part of h+-atp-synthase, suppresses the tnf-induced apoptosis. oncogene, 2002, 53: 8149-8157.
[3]. salomon ar, voehringer dw, herzenberg la, et al. understanding and exploiting the mechanistic basis for selectivity of polyketide inhibitors of f0f1-atpase. proceedings of the national academy of sciences of the united states of america, 2000, 97(26): 14766-14771.
[4]. alexander r, adina v, ivan b,　et al. overcoming intrinsic multi-drug resistance in melanoma by blocking the mitochondrial respiratory chain of slow-cycling jarid1bhigh cells. cancer cell, 2013, 23(6): 811-825.

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