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Piericidin A | Mitochondrial complex I inhibitor

CAS:
2738-64-9
Catalog Number:
10-3467
Activity:
Mitochondrial complex I inhibitor
Chemical Name:
2-(10-hydroxy-3,7,9,11-tetramethyl-2,4,7,11-tridecatetraenyl)-5,6-dimethoxy-3-methyl-4-pyridinol
Alternate Name:
Piericidin A1; Shaoguanmycin B; SN 198E; AR-054
Molecular Weight:
415.57
Molecular Formula:
C26H37NO4
Solubility:
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml).
Physical Properties:
Yellow solid
Purity:
94% by HPLC
NMR (Conforms)
Storage Temperature:
-20°
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 1 month.
Shipping Code:
RT

Piericidin A (2738-64-9) is a potent inhibitor of the mitochondrial and bacterial type I NADH-ubiquinone oxidoreductase (complex I).1 Piericidin A is a ubiquinone analog which binds to the ubiquinone binding site of the enzyme.2 It is an extremely useful tool for exploring the role of complex I in mitochondrial function in both normal and pathophysiology.3-5 Prevents upregulation of GRP78 and induces cell death in glucose-deprived, etoposide-resistant HT-29 cells (IC50=7.7 nM).6

References/Citations:

1) Fato et al. (2009), Differential effects of mitochondrial Complex I inhibitors on production of reactive oxygen species; Biochim. Biophys. Acta, 1787 384
2) Zhou and Fenical (2016), The unique chemistry and biology of the piericidins; J. Antibiot. (Tokyo), 69 582
3) Bongard et al. (2015), The effects of mitochondrial complex I blockade on ATP and permeability in rat pulmonary microvascular endothelial cells in culture (PMVEC) are overcome by coenzyme Q1 (CoQ1); Free Radic. Biol. Med., 79 69
4) Lee et al. (2013), Isoniazid-induced cell death is precipitated by underlying mitochondrial complex I dysfunction in mouse hepatocytes; Free Radic. Biol. Med., 65 584
5) Choi et al. (2011), Loss of mitochondrial complex I activity potentiates dopamine neuron death induced by microtubule dysfunction in a parkinson’s disease model; J. Cell Biol., 192 873
6) Hwang et al. (2008), Etoposide-resistant HT-29 human colon carcinoma cells during glucose deprivation are sensitive to piericidin A, a GRP78 down regulator; J. Cell Physiol., 215 243

Piericidin A | Mitochondrial complex I inhibitor is also available in the Cellular Metabolism Library.
CAS:
2738-64-9
Catalog Number:
10-3467
Activity:
Mitochondrial complex I inhibitor
Chemical Name:
2-(10-hydroxy-3,7,9,11-tetramethyl-2,4,7,11-tridecatetraenyl)-5,6-dimethoxy-3-methyl-4-pyridinol
Alternate Name:
Piericidin A1; Shaoguanmycin B; SN 198E; AR-054
Molecular Weight:
415.57
Molecular Formula:
C26H37NO4
Solubility:
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml).
Physical Properties:
Yellow solid
Purity:
94% by HPLC
NMR (Conforms)
Storage Temperature:
-20°
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 1 month.
Shipping Code:
RT

Safety Data Sheet:

N/A

Product Data Sheet:

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