Skip to Content
MilliporeSigma
All Photos(1)

Documents

495455

Sigma-Aldrich

Oligomycin

A mixture of A, B, and C isomers.

Synonym(s):

Oligomycin

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C45H74O11
CAS Number:
Molecular Weight:
791.06
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥90% (mixture of A, B, and C isomers, HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

shipped in

ambient

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

A mixture of A, B, and C isomers. A macrolide antibiotic that inhibits membrane-bound mitochondrial ATP synthase, preventing phosphoryl group transfer. Induces apoptosis in cultured human lymphoblastoid and other mammalian cells.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Membrane-bound mitochondrial ATPase (F1)
Product does not compete with ATP.
Reversible: no

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C. Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Wolvetang, E.J., et al. 1994. FEBS Lett.339, 40.
Amoroso, S., et al. 1993. J. Pharmacol. Exp. Ther.264, 515.
Brustovetsky, N.N., et al. 1993. FEBS Lett.315, 233.
Nagamune, H., et al. 1993. Biochim. Biophys. Acta1141, 231.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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

Customers Also Viewed

Slide 1 of 4

1 of 4

P Spencer Gill et al.
Frontiers in immunology, 13, 872652-872652 (2022-06-14)
Aging plays a critical role in the incidence and severity of infection, with age emerging as an independent predictor of mortality in sepsis. Trained immunity reprograms immunocytes to respond more rapidly and effectively to pathogens and serves as a potential
Lin Wang et al.
Cancers, 14(20) (2022-10-28)
We discovered that the overexpression of mitochondrial enzyme succinate dehydrogenase (SDHA) is particularly prevalent in ovarian carcinoma and promotes highly metabolically active phenotype. Succinate dehydrogenase deficiency has been previously studied in some rare disorders. However, the role of SDHA upregulation
Bettina Rieger et al.
Methods in molecular biology (Clifton, N.J.), 2275, 301-314 (2021-06-13)
Our group has previously established a strategy utilizing fluorescence lifetime probes to image membrane protein supercomplex (SC) formation in situ. We showed that a probe at the interface between individual mitochondrial respiratory complexes exhibits a decreased fluorescence lifetime when a supercomplex is
Thomas A Ryan et al.
The EMBO journal, 39(11), e102539-e102539 (2020-04-21)
Multiple mitochondrial quality control pathways exist to maintain the health of mitochondria and ensure cell homeostasis. Here, we investigate the role of the endosomal adaptor Tollip during the mitochondrial stress response and identify its interaction and colocalisation with the Parkinson's
Yun-Long Wang et al.
Nature communications, 13(1), 2638-2638 (2022-05-14)
The rapid recognition of DNA double-strand breaks (DSBs) by the MRE11/RAD50/NBS1 (MRN) complex is critical for the initiation of DNA damage response and DSB end resection. Here, we show that MRN complex interacting protein (MRNIP) forms liquid-like condensates to promote

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