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Oligomycin A

Oligomycin A

Product ID O4531
Cas No. 579-13-5
Purity ≥97%, TLC, HPLC
Product Unit SizeCostQuantityStock
1 mg $116.10 In stock
5 mg $478.10 In stock
Bulk Quote

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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Oligomycin A is a macrolide antibiotic initially produced by several species of Streptomyces. Oligomycin A inhibits mitochondrial F1F0 ATP synthase, binding the F0 subunit, inhibiting ATP synthesis. Oligomycin A exhibits antifungal activity against species of Aspergillus, Alternaria, Botrytis, and Phytophthora; it also displays antibacterial efficacy against a variety of bacteria. Additionally, this compound displays anticancer potential, as it triggers inositol-requiring enzyme a (IRE1) signaling in cervical cancer cells, resulting in XBP1 splicing, CHOP expression, DR5 upregulation, and ultimately apoptosis. Oligomycin also alters expression of Bcl-2 proteins in glioma cells.

Product Info

Cas No.

579-13-5

Purity

≥97%, TLC, HPLC

Formula

C45H74O11

Formula Wt.

791.06

IUPAC Name

(1R,4S,5E,5'R,6'R,7E,10S,11R,12S,14R,15S,16S,18R,19S,20R,21E,25S,26R, 27S,29S)-4-ethyl-11,12,15,19-tetrahydroxy-6'-[(2S)-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

Melting Point

148-152°C

Solubility

Soluble in DMSO, ethanol, acetone.

Appearance

White to off white powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

O4531 MSDS PDF

Info Sheet

O4531 Info Sheet PDF

References

He L, Jang JH, Choi HG, et al. Oligomycin A enhances apoptotic effect of TRAIL through CHOP-mediated death receptor 5 expression. Mol Carcinog. 2013 Feb;52(2):85-93. PMID: 23335397.

Ponnala S, Chetty C, Veeravalli KK, et al. Metabolic remodeling precedes mitochondrial outer membrane permeabilization in human glioma xenograft cells. Int J Oncol. 2012 Feb;40(2):509-18. PMID: 22076676.

Yang PW, Li MG, Zhao JY, et al. Oligomycins A and C, major secondary metabolites isolated from the newly isolated strain Streptomyces diastaticus. Folia Microbiol (Praha). 2010 Jan;55(1):10-6. PMID: 20336498.

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