Piericidin A

Confirm delete?

Piericidin A

Zoom

Cat No: 15379

Biochemicals - Natural Products

Complex I, also known as NADH:ubiquinone oxidoreductase or NADH dehydrogenase (ubiquinone), catalyzes the transfer of electrons from NADH to ubiquinone (also known as coenzyme Q10) as part of the respiratory chain leading to ATP generation. Piericidin ...

This product can only be bought through Cayman Chemical. Please contact us.

Product Overview
Data
Downloads
About Cayman

Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

2-[(2E,5E,7E,11E)-10R-hydroxy-3,7,9R,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4-pyridinol

Correlated keywords:

5085-?85-?8 19855-?42-?6 24467-?35-?4 natural products inhibitors inhibits inhibitions mitochondrial biology mitochondria plants biology cancers irreversible complex I NADH ubiquinone oxidoreductase dehydrogenase ubiquinone insecticidal metabolite Streptomyces ROS reactive oxygen species photosystem II water plastoquinone oxidoreductase GRP78 HT-29 HTs 29 5085-85-8 19855-42-6 24467-35-4 ARs 054 AR054 AR-054 SNs 198E SN198E SN-198E

Product Overview:
Complex I, also known as NADH:ubiquinone oxidoreductase or NADH dehydrogenase (ubiquinone), catalyzes the transfer of electrons from NADH to ubiquinone (also known as coenzyme Q10) as part of the respiratory chain leading to ATP generation. Piericidin A is an irreversible inhibitor of mitochondrial complex I that strongly associates with ubiquinone binding sites in both mitochondrial and bacterial forms of the enzyme.{24937,24940} First identified as an insecticidal metabolite produced by Streptomyces, piericidin A was soon found to bind and inhibit complex I at nanomolar concentrations.{24941,24938} The inhibition of complex I by piericidin A in the presence of NADH results in the generation of reactive oxygen species.{24936} In plants, pieridicin A inhibits photosystem II, a water-plastoquinone oxidoreductase involved in light-dependent electron transfer.{24939} Piericidin A also suppresses the up-regulation of the glucose-regulated protein GRP78 in glucose-deprived, etoposide-resistant HT-29 cells, resulting in cell death (IC50 = 7.7 nM).{24942}

Size	1 mg
Shipping	dry ice
CAS Number	2738-64-9
Molecular Formula	C₂₅H₃₇NO₄
SMILES	COC1=C(O)C(C)=C(C/C=C(C)/C/C=C/C(C)=C/[C@H]([C@@H](O)/C(C)=C/C)C)N=C1OC
Molecular Weight	415,6
Formulation	A solution in ethanol
Purity	≥95%
Custom Code	2933.39
UNSPSC code	12352100

Technical File

MSDS

Click here to ask for your quote and get 15% off Cayman's products.

Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.