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SML4196

Piericidin A solution

≥95% (HPLC), solution, mitochondrial complex I inhibitor

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :
C25H37NO4
Poids moléculaire :
415.57
MDL number:
MFCD16661265
NACRES:
NA.21
Assay:
≥95% (HPLC)
Form:
solution
Quality level:
100
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Quality Level

100

description

1%in Ethanol, Piericidin A 1% Solution in Ethanol

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.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 2

Classe de stockage

3 - Flammable liquids

wgk

WGK 3

flash_point_f

62.6 °F

flash_point_c

17 °C

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Certificats d'analyse (COA)

Lot/Batch Number
0000527714
0000527711
0000527711
0000527714
0000446386

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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