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O4876

Oligomycin

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

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About This Item

CAS Number:
1404-19-9
UNSPSC Code:
12352200
PubChem Substance ID:
24898006
NACRES:
NA.77
Beilstein/REAXYS Number:
7615308
MDL number:
MFCD01779388
Assay:
≥90% total oligomycins basis (HPLC)
Form:
powder
Quality level:
200
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Product Name

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

Quality Level

200

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

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research
A mixture of oligomycins A, B, and C.

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This Item
75351B1793R0395
Oligomycin from Streptomyces diastatochromogenes ≥90% total oligomycins basis (HPLC)

Sigma-Aldrich

O4876

Oligomycin from Streptomyces diastatochromogenes

Oligomycin A ≥99% (HPLC)

Sigma-Aldrich

75351

Oligomycin A

Bafilomycin A1 from Streptomyces griseus ≥90% (HPLC)

Sigma-Aldrich

B1793

Bafilomycin A1 from Streptomyces griseus

Rapamycin from Streptomyces hygroscopicus ≥95% (HPLC), powder

Sigma-Aldrich

R0395

Rapamycin from Streptomyces hygroscopicus

assay

≥90% total oligomycins basis (HPLC)

assay

≥99% (HPLC)

assay

≥90% (HPLC)

assay

≥95% (HPLC)

form

powder

form

powder

form

film

form

powder

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

300

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

mode of action

enzyme | inhibits

mode of action

enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

enzyme | inhibits, protein synthesis | interferes

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi, yeast

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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Certificates of Analysis (COA)

Lot/Batch Number
0000474740
0000488868
0000474740
0000470452
0000470452

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Related Content

Product Information Sheet - O4876

Product Information Sheet

Marianna Sikorska et al.
Muscle & nerve, 40(3), 381-394 (2009-07-25)
The potential pathogenicity of two homoplasmic mtDNA point mutations, 9035T>C and 4452T>C, found in a family afflicted with maternally transmitted cognitive developmental delay, learning disability, and progressive ataxia was evaluated using transmitochondrial cybrids. We confirmed that the 4452T>C transition in
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)
Synthesis and cytotoxicity of oligomycin A derivatives modified in the side chain
Lysenkova LN, et al.
Bioorganic & Medicinal Chemistry, 21(11), 2918-2924 (2013)
View All Related Papers

Global Trade Item Number

SKUGTIN
O4876-25MG04061834233961
O4876-5MG04061834233978
O4876-100MG04061832723013
O4876-250MG04061832723020

Questions

  1. What is the molecular weight of this compound mixture

    1 answer

    1. This product is a mixture of oligomycin's A, B, and C. The molecular weight of each is as follows: :
      Oligomycin A = 791 g/mol (approximately 65%)
      Oligomycin B = 805.1 g/mol (amount not determined)
      Oligomycin C = 775.1 g/mol (amount not determined)

      Please see the link below to review the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/165/401/o4876pis.pdf

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