SML4196
Piericidin A solution
≥95% (HPLC), solution, mitochondrial complex I inhibitor
Synonym(s):
2-((2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraenyl)-5,6-dimethoxy-3-methylpyridin-4-ol, 2-[(2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4-pyridinol, Piericidine A
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About This Item
Empirical Formula (Hill Notation):
C25H37NO4
Molecular Weight:
415.57
MDL number:
NACRES:
NA.21
description
1%in Ethanol
Piericidin A 1% Solution in Ethanol
Quality Level
Assay
≥95% (HPLC)
form
solution
concentration
10 mg/mL
color
colorless to yellow
storage temp.
-10 to -25°C
General description
Piericidin A, an antibiotic isolated from Streptomyces mobaraensis, features a 4-pyridinol core linked with a methylated polyketide side chain, closely resembling coenzyme Q (ubiquinone) in structure.
Application
Piericidin A solution may be used as a control agent for soft rot disease in potato tubers and to evaluate its effects on the expression of virulence genes in Erwinia carotovora. It may also be used as an inhibitor of mitochondrial complex I to study its effects on gluconeogenesis and glucose-lowering mechanisms in the context of metformin and other guanides/biguanides in both in vitro and in vivo experiments.
Biochem/physiol Actions
Piericidin A is a potent irreversible inhibitor of mitochondrial complex I (NADH:ubiquinone oxidoreductase). Piericidin A potently binds to ubiquinone binding sites in both mitochondrial and bacterial forms of the enzyme. Piericidin A exerts its inhibitory effects by binding to the ubiquinone binding site of complex I, effectively blocking the translocation of protons across the mitochondrial membrane.
Regulatory Information
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Masatoshi Murai et al.
Biochimica et biophysica acta, 1857(7), 884-891 (2015-12-03)
There are a variety of chemicals which regulate the functions of bacterial and mitochondrial complex I. Some of them, such as rotenone and piericidin A, have been indispensable molecular tools in mechanistic studies on complex I. A large amount of
Hoi-Shan Wong et al.
Free radical biology & medicine, 143, 545-559 (2019-09-14)
Mitochondria are important sources of superoxide and hydrogen peroxide in cell signaling and disease. In particular, superoxide/hydrogen peroxide production during reverse electron transport from ubiquinol to NAD+ though Complex I is implicated in several physiological and pathological processes. S1QELs are
Brandt A Nichols et al.
Cancer research, 78(21), 6196-6208 (2018-09-07)
Cancer testis antigens (CTA) are expressed in testis and placenta and anomalously activated in a variety of tumors. The mechanistic contribution of CTAs to neoplastic phenotypes remains largely unknown. Using a chemigenomics approach, we find that the CTA HORMAD1 correlates
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