Skip to Content
Merck
All Photos(3)

Documents

O4876

Sigma-Aldrich

Oligomycin

from Streptomyces diastatochromogenes, ≥90% total oligomycins basis (HPLC), powder, antibiotic

Sign Into View Organizational & Contract Pricing


About This Item

CAS Number:
Beilstein:
7615308
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Oligomycin from Streptomyces diastatochromogenes, ≥90% total oligomycins basis (HPLC)

Assay

≥90% total oligomycins basis (HPLC)

form

powder

antibiotic activity spectrum

fungi

Mode of action

enzyme | inhibits

storage temp.

−20°C

InChI

1S/C45H74O11/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/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/b14-13+,17-15-,21-18+

InChI key

MNULEGDCPYONBU-ZUSSGZTJSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Chemical structure: macrolide

Application

Oligomycin from Streptomyces diastatochromogenes is used:
  • in the inhibition of mitochondrial ATP production Leigh syndrome (LS) cells.
  • in ATP-linked respiration and maximal capacity respiration assay in astrocytes.
  • in measurement of oxygen consumption rate (OCR) and extracellular acidification rates in breast cancer cell lines.

Biochem/physiol Actions

Oligomycin belongs to the macrolide group of antibiotics. It inhibits mitochondrial ATP-synthase enzyme and phosphoryl group transfer. Oligomycin interacts with ATP synthase subunit-c in the Fo portion and impairs proton transport.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and cytotoxicity of oligomycin A derivatives modified in the side chain
Lysenkova LN, et al.
Bioorganic & Medicinal Chemistry, 21(11), 2918-2924 (2013)
LATS1 and LATS2 suppress breast cancer progression by maintaining cell identity and metabolic state
Furth N, et al.
Life science alliance, 1(5), e201800171-e201800171 (2018)
Oligomycin frames a common drug-binding site in the ATP synthase
Symersky J, et al.
Proceedings of the National Academy of Sciences of the USA, 109(35), 13961-13965 (2012)
Drug screening identifies Sigma-1-Receptor as a target for the therapy of VWM leukodystrophy
Atzmon A, et al.
Frontiers in Molecular Neuroscience, 11 (2018)
Oligomycin, inhibitor of the F 0 part of H+-ATP-synthase, suppresses the TNF-induced apoptosis
Shchepina LA, et al.
Oncogene, 21(53), 8149-8149 (2002)

Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service