OLIGOMYCIN

Product Name: OLIGOMYCIN
CAS No.: 1404-19-9
Chemical Name: OLIGOMYCIN
Synonyms: OLIGOMYCIN;OLIGOMYCINPURE;OLIGOMYCIN ABC;Nystatin dehydrate;diastatochromogenes;OligomycinABCcomplex;OLIGOMYCIN USP/EP/BP;Oligomycin from Streptomyces;OLIGOMYCIN, MIXTURE OF A, B AND C;Oligomycin - CAS 1404-19-9 - Calbiochem
CBNumber: CB7166846
Molecular Formula: C135H220O33
Formula Weight: 2371.1715
MOL File: 1404-19-9.mol

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OLIGOMYCIN Property

Melting point:: 84-100 °C
Density: 1.143 g/cm³
storage temp.: −20°C
solubility: Soluble in DMSO (up to 300 mg/ml) or in Ethanol (up to 200 mg/ml)
form: White solid
color: White
Water Solubility: Sparingly soluble in water. Soluble in DMSO (20mg/ml) and ethanol (30mg/ml) /n
BRN: 7615308
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

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Safety

Hazard Codes: Xn,T
Risk Statements: 22
Safety Statements: 24/25
RIDADR: 2811
WGK Germany: 3
RTECS: RK3325000
F: 3-10
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29419090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P330Rinse mouth.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: O4876
Product name: Oligomycin from Streptomyces diastatochromogenes
Purity: ≥95% total oligomycins basis (HPLC)
Packaging: 5mg
Price: $99.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 495455
Product name: Oligomycin
Packaging: 10mg
Price: $130
Updated: 2024/03/01

Alfa Aesar

Product number: J61898
Product name: Oligomycin
Packaging: 10mg
Price: $270
Updated: 2024/03/01

Alfa Aesar

Product number: J61898
Product name: Oligomycin
Packaging: 1mg
Price: $48.4
Updated: 2023/06/20

Cayman Chemical

Product number: 11341
Product name: Oligomycin Complex
Purity: ≥95% (Mixture of A, B, C)
Packaging: 5mg
Price: $66
Updated: 2024/03/01

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OLIGOMYCIN Chemical Properties,Usage,Production

Description

Oligomycin (1404-19-9) inhibits mitochondrial F1F0?ATP synthase.1?A useful tool for decreasing cellular ATP levels.2?Induces autophagy.3?Stimulates lysosome acidification.4?Oligomycin protects against ischemic kidney in male rats.5

Chemical Properties

White to pale yellow powder

Uses

Oligomycin is a specific inhibitor of the mitochondrial ATP-synthase.

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

Product does not compete with ATP.

in vitro

in a549, h1299, h1975, h520, 786-0, h838, and u87mg cancer cell lines, 100 ng/ml oligomycin could completely inhibit oxphos phosphorylation activity and stimulate various levels of glycolysis gains [1]. besides, 5 μg/ml oligomycin could inhibit the f0 part of h+-atp-synthase, and strongly suppress cytochrome c release and apoptosis in hela cells induced by tnf [2]. furthermore, oligomycin could inhibit mitochondrial respiration, and sensitize melanoma cells to cisplatin treatment to inhibit cell invasion [3].

Enzyme inhibitor

These macrolide antibiotics from Streptomyces diastatochromogenes have three major members: Oligomycin A (FW = 791.08 g/mol; CAS 14104-19- 9), Oligomycin B (FW = 805.06 g/mol; CAS 11050-94-5), and Oligomycin C (FW = 775.08 g/mol; CAS 11052-72-5). Others include Oligomycin D (also known as rutamycin; FW = 777.05 g/mol; CAS 1404-59-7), Rutamycin B (isolated from Streptomyces aureofaciens (See also Rutamycin)), and Oligomycin E (FW = 822.07 g/mol; CAS 110231-34-0; isolated from Streptomyces sp. MCI-2225). Primary Mode of Inhibitory Action: The oligomycins inhibit the ATP synthesis activity of the mitochondrial FoF1 ATP synthase, defining the “o” (not 0) in the first subscript. The ATPase activity of the isolated F1 complex is unaffected by oligomycins, unlike the Fo portion. Oligomycin-sensitivity conferring ptrotein (OSCP) interacts with other components in the ATP synthase complex and facilitates oligomycin’s binding to the Fo unit. The Fo complex is, in fact, an integral membrane protein that functions as a proton channel. Other Actions: Oligomycins also inhibit Na+/K+-exchanging ATPases that transport sodium ions from the inside to the outside of animal cells while translocating potassium ions in the reverse direction with the concomitant hydrolysis of ATP. Oligomycin inhibits Na+ translocation in vivo (i.e., the enzyme activity is inhibited by stabilizing the Na+ occlusion but not the K+ occlusion). Other Properties: The oligomycins are slightly soluble in water (e.g., oligomycin A has a solubility of 2 μg per 100 mL at 25°C) and are considerable more soluble in water-miscible solvents such as ethanol, acetone, and glacial acetic acid. Target(s): aldehyde oxidase; ammonia kinase; apyrase, membrane-bound; ATP synthase, or FoF1 ATP synthase; calcidiol 1-monooxygenase; copper-exporting ATPase, partially inhibited; endopeptidase La, weakly inhibited; H+-transporting ATPase, lysosomal; Na+/K+-exchanging ATPase (24- 32); nucleoside triphosphatase; photophosphorylation in Rhodospirillum rubrum; xenobiotic-transporting ATPases.

target

atp synthase

References

1) Antoniel?et al. (2014),?The oligomycin-sensitivity conferring protein of mitochondrial ATP synthase: emerging new roles in mitochondrial pathophysiology;? J. Mol. Sci.,?15?7513 2) Ng et al. (2014),?Essential role of TID1 in maintaining mitochondrial membrane potential homogeneity and mitochondrial DNA integrity;? Mol. Cell Biol.,?34?1427 3) Tettamonti?et al. (2006),?Oligomycin A induces autophagy in the IPLB-LdFB insect cell line;? Cell Tissue Res.,?326?179 4) van Dyke?et al. (1993),?Acidification of rat liver lysosomes:quantification and comparison with endosomes;? Am. J. Physiol.,?265?C901 5) Tanaka?et al. (2013),?Oligomycin, an F1Fo-ATPase inhibitor, protects against ischemic acute kidney injury in male but not in female rats;? J. Pharmacol. Sci.,?123?227

OLIGOMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

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OLIGOMYCIN Suppliers

Australia 1 Belgium 1 China 106 Germany 4 Japan 3 Switzerland 3 United Kingdom 6 United States 18 Global 142

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View Lastest Price from OLIGOMYCIN manufacturers

Career Henan Chemical Co

Product: OLIGOMYCIN 1404-19-9
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1kg , 5kg, 50kg
Release date: 2020-01-17

1404-19-9, OLIGOMYCINRelated Search:

TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) COBALT(II) ACETYLACETONATE Benzyl isocyanide TERT-BUTYL ISOCYANIDE SALCOMINE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) Ferric acetylacetonate 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE PHENYLSELENOL Tris(2,4-pentanedionato)chroMiuM(III) Aluminum acetylacetonate Ethyl isocyanoacetate Cupric acetylacetonate N-BUTYLISOCYANIDE 2,4-PENTANEDIONE, SILVER DERIVATIVE Tosylmethyl isocyanide METHYL ISOCYANOACETATE oligomycin D

OLIGOMYCIN FROM STREPTOMYCES*DIASTATOCHR OMOGENE

OLIGOMYCIN, MIXTURE OF THE COMPONENTS A, B AND C

OLIGOMYCIN, MIXTURE OF A, B AND C

OligomycinABCcomplex

oligomycin from streptomyces diastatochromogenes

Nystatin dehydrate

OLIGOMYCIN, MIXTURE OF A, B AND C, FROM STREPTOMYCES DIASTATOCHROMOGENES

diastatochromogenes

Oligomycin from Streptomyces

OLIGOMYCINPURE

OLIGOMYCIN

OLIGOMYCIN ABC

Oligomycin - CAS 1404-19-9 - Calbiochem

OLIGOMYCIN USP/EP/BP

1404-19-9

C45H74O11

C45H74O11OligomycinAC45H72O12OligomycinBC45H74O10OligomycinC

Antibiotics N-S

BioChemical

Antibiotics

Antibiotics A to Z

MacrolidesNitric Oxide and Cell Stress

Mitochondrial InhibitorsMore...Close...

Antibiotics

Antibiotics A to

Antibiotics by Application

Antibiotics N-SAntibiotics

AntifungalAntibiotics

Antineoplastic and Immunosuppressive AntibioticsAntibiotics

Cell Stress

Chemical Structure Class

Inhibits an EnzymeAntibiotics

Mechanism of Action

Spectrum of Activity

antibiotic