O4876
Oligomycin
from Streptomyces diastatochromogenes, ≥90% total oligomycins basis (HPLC), powder, antibiotic
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About This Item
CAS Number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
7615308
MDL number:
Product Name
Oligomycin from Streptomyces diastatochromogenes, ≥90% total oligomycins basis (HPLC)
Quality Level
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
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.
Other Notes
A mixture of oligomycins A, B, and C.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Related Content
Product Information Sheet
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)
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)
Synthesis and cytotoxicity of oligomycin A derivatives modified in the side chain
Lysenkova LN, et al.
Bioorganic & Medicinal Chemistry, 21(11), 2918-2924 (2013)