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A8674

Antimycin A

Name: Antimycin A
Brand: SIGMA

from Streptomyces sp., mitochondrial electron transport chain complex III inhibitor, powder

Synonym(s):

Antipiricullin

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About This Item

CAS Number:

1397-94-0

UNSPSC Code:

12352200

PubChem Substance ID:

24891355

NACRES:

NA.77

MDL number:

MFCD01779723

Form:

powder

Quality level:

300

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Product Name

Antimycin A from Streptomyces sp.,

form

powder

Quality Level

300

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

[H]C(=O)Nc1cccc(C(=O)N[C@H]2[C@@H](C)OC(=O)C(CCCCCC)[C@@H](OC(=O)CC(C)C)[C@H](C)OC2=O)c1O

InChI

1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20?,23+,25+/m1/s1

InChI key

UIFFUZWRFRDZJC-RBVQMQRASA-N

Related Categories

Antibiotics

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Biochemicals

Cell Culture Supplements & Reagents

General description

Antimycin is an antibiotic produced by Streptomyces species. It inhibits mitochondrial electron transport chain complex III and favors reactive oxygen species (ROS) production, impairing mitochondrial depolarization. It inhibits nitric oxide-mediated apoptosis and modulatescytochrome C release. It suppresses tumorigenesis in lung cancer cells and could be a potential therapeutic agent.Antimycin A serves as a positive control for superoxide generation.

Chemical structure: peptide

Application

Antimycin A from Streptomyces sp. has been used:

as a respiratory chain inhibitor in neuronal cultures
in organello ATP production assay in Trypanosoma brucei cells
in respiration assay for papillary thyroid carcinoma (PTC) cell lines

Antimycin A has been used to study the specific sites of reactive oxygen species production in mitochondria isolated from skeletal muscle of chronic obstructive pulmonary disease patients, and its relationship with local oxidative stress induced by exercise

Biochem/physiol Actions

Inhibitor of electron transfer at complex III. Induces apoptosis.

Analysis Note

A mixture of antimycins.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

pictograms

GHS06,GHS09

signalword

Danger

hcodes

H300,H400

pcodes

P264 - P273 - P301 + P310 - P391 - P405 - P501

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Acute 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number

0000492342

0000492341

0000492340

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Autophagic clearance of mitochondria in the kidney copes with metabolic acidosis

Namba T, et al.

Journal of the American Society of Nephrology, 25(10), 2254-2266 (2014)

A phylogenetic and evolutionary analysis of antimycin biosynthesis

Joynt R and Seipke RF

Microbiology, 164(1), 28-39 (2017)

Extensive uptake of α-synuclein oligomers in astrocytes results in sustained intracellular deposits and mitochondrial damage.

Veronica Lindström et al.

Molecular and cellular neurosciences, 82, 143-156 (2017-04-30)

The presence of Lewy bodies, mainly consisting of aggregated α-synuclein, is a pathological hallmark of Parkinson's disease (PD) and dementia with Lewy bodies (DLB). The α-synuclein inclusions are predominantly found in neurons, but also appear frequently in astrocytes. However, the

ATP production in isolated mitochondria of procyclic Trypanosoma brucei

Mitochondria, 379-387 (2007)

Oligomycin and antimycin A prevent nitric oxide-induced apoptosis by blocking cytochrome C leakage

Dairaku N, et al.

The Journal of Laboratory and Clinical Medicine, 143(3), 143-151 (2004)

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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Global Trade Item Number

SKU	GTIN
A8674-100MG	04061838443670
A8674-10MG	04061831503166
A8674-50MG	04061833400517
A8674-25MG	04061838443687

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