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Merck

75351

Sigma-Aldrich

Oligomycin A

Oligomycin A

≥99% (HPLC)

Synonym(e):

MCH 32

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About This Item

Empirische Formel (Hill-System):
C45H74O11
CAS-Nummer:
Molekulargewicht:
791.06
Beilstein:
5702132
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51102829
PubChem Substanz-ID:
NACRES:
NA.76

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Assay

≥99% (HPLC)

Form

powder

Farbe

white to off-white

Löslichkeit

DMSO: soluble

Wirkungsspektrum von Antibiotika

fungi

Wirkungsweise

enzyme | inhibits

Lagertemp.

−20°C

SMILES String

CCC1CCC2OC3(CC[C@@H](C)C(C[C@H](C)O)O3)[C@H](C)C(OC(=O)\C=C\[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@@](C)(O)[C@H](O)[C@@H](C)C\C=C\C=C\1)[C@H]2C

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+/t25-,26-,27+,28+,29+,30-,31+,32+,33-,34?,35?,36?,38+,40-,41?,42-,44+,45?/m1/s1

InChIKey

MNULEGDCPYONBU-VVXVDZGXSA-N

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Allgemeine Beschreibung

Chemische Struktur: Macrolid

Anwendung

Oligomycin wird verwendet, um die Saccharosesynthese und 14C-Translokation in Sonnenblumenblättern zu hemmen, um die Antibiotikaresistenz zu untersuchen, und um die Halsschlagader-Chemorezeptorreaktionen auf O2 und CO2 bei Katzen zu untersuchen.[1][2] Hemmt das Wachstum von Rhondotorula glutinis, Aspergillus niger und anderen Schimmelpilzen.[3]

Biochem./physiol. Wirkung

Oligomycin blockiert die oxidative Phosphorylierung und die Elektronentransportkette, indem es die membrangebundene ATP-Synthase (ATPase) und den Protonenkanal (Pumpe, FO-Untereinheit)-Blocker hemmt.

Verpackung

In bodenlosen Glasflaschen. Der Inhalt befindet sich innerhalb eines eingeschobenen Schmelzkegels.

Sonstige Hinweise

Behälter dicht verschlossen an einem trockenen und gut belüfteten Ort aufbewahren. An einem trockenen Ort aufbewahren. An einem trockenen Ort aufbewahren.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Kunden haben sich ebenfalls angesehen

Hidetaka Kioka et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(1), 273-278 (2013-12-18)
The oxidative phosphorylation (OXPHOS) system generates most of the ATP in respiring cells. ATP-depleting conditions, such as hypoxia, trigger responses that promote ATP production. However, how OXPHOS is regulated during hypoxia has yet to be elucidated. In this study, selective
Translocation of organic compounds in sunflower III. Effect of oligomycin, ouabain and phlorizin on translocation of sugars.
Michi Shiroya and Mariko Kura
Plant & Cell Physiology, 20, 369-374 (1979)
Isolation of oligomycin A as a result of screening for antagonists of lipids.
Y Nakakita et al.
The Journal of antibiotics, 33(5), 514-516 (1980-05-01)
Differential effects of oligomycin on carotid chemoreceptor responses to O2 and CO2 in the cat.
M. Shirahata, S. Andronikou, et. Al
Journal of Applied Physics, 63, 2084-2092 (1987)
Catherine G Burke et al.
Scientific reports, 9(1), 11489-11489 (2019-08-09)
Early life environmental exposures drive lasting changes to the function of the immune system and can contribute to disease later in life. One of the ways environmental factors act is through cellular receptors. The aryl hydrocarbon receptor (AHR) is expressed

Questions

1–5 of 5 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. For how long does the product remain stable once dissolved, aliquoted and stored at -20°C?

    1 answer
    1. Storage of stock solutions at -20°C is stable for 1 month.

      Helpful?

  4. Does this product contain thimerosal or any mercury-containing preservatives?

    1 answer
    1. This is a pure product, not containing any preservative or thimerosal.

      Helpful?

  5. What's it's solubility in dmso

    1 answer
    1. This product is not tested for solubility in DMSO, however other Oligomycin products have been found to be soluble at in DMSO at 50 mg/ml.

      Helpful?

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