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75351

Sigma-Aldrich

Oligomycin A

≥99% (HPLC)

Sinonimo/i:

MCH 32

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About This Item

Formula empirica (notazione di Hill):
C45H74O11
Numero CAS:
Peso molecolare:
791.06
Beilstein:
5702132
Numero CE:
Numero MDL:
Codice UNSPSC:
51102829
ID PubChem:
NACRES:
NA.76

Saggio

≥99% (HPLC)

Forma fisica

powder

Colore

white to off-white

Solubilità

DMSO: soluble

Spettro attività antibiotica

fungi

Modalità d’azione

enzyme | inhibits

Temperatura di conservazione

−20°C

Stringa SMILE

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
MNULEGDCPYONBU-VVXVDZGXSA-N

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Descrizione generale

Chemical structure: macrolide

Applicazioni

Oligomycin was used to inhibit sucrose synthesis and 14C translocation in sunflower leaves, to study antibiotic resistance, and to study carotid chemoreceptor responses to O2 and CO2 in the cat. Inhibits the growth of Rhodotorula glutinis, Aspergillus niger and other molds.

Azioni biochim/fisiol

Oligomycin blocks oxidative phosphorylation and the electron transport chain by inhibiting membrane bound mitochondrial ATP synthase (ATPase) and proton channel (pump, FO subunit) blocker.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. Keep in a dry place.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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)
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)
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)
Mauro Gaya et al.
Cell, 172(3), 517-533 (2017-12-19)
B cells constitute an essential line of defense from pathogenic infections through the generation of class-switched antibody-secreting cells (ASCs) in germinal centers. Although this process is known to be regulated by follicular helper T (TfH) cells, the mechanism by which

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