Piperlongumine

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Piperlongumine

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Cat No: 11006

Biochemicals - Natural Products

Cancer cell survival appears partly dependent on antioxidative enzymes, whose expression is regulated by the Keap1-Nrf2 pathway, to quench potentially toxic reactive oxygen species (ROS) generated by their metastatic transformation.{20112} Piperlongumi...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

5,6-dihydro-1-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-2(1H)-pyridinone

Correlated keywords:

2859-009- 11042-67-4 25343-05-9 Keap1 Nrf2 anti-oxidant ROS redox platelet aggregation tumorigenesis piper long pepper NCIH460 NF?B

Product Overview:
Cancer cell survival appears partly dependent on antioxidative enzymes, whose expression is regulated by the Keap1-Nrf2 pathway, to quench potentially toxic reactive oxygen species (ROS) generated by their metastatic transformation.{20112} Piperlongumine, isolated from the Piper longum L. plant, is a small molecule that selectively increases the level of reactive oxygen species (ROS) and apoptosis in cancer cells but not in normal cells. At concentrations less than 15 μM, piperlongumine induces cell death, upregulating proapoptotic genes, and repressing pro-survival genes.{19860} In established bladder, breast, lung, and melanoma tumor xenografts in mice, piperlongumine administered daily at 2.4 mg/kg for 2 weeks inhibits tumor growth and angiogenesis.{19860} Piperlongumine increases ROS in both cancer cells and normal cells engineered to have a cancer geneotype by selectively binding to proteins known to regulate redox and ROS homeostasis.{19860} Previously, piperlongumine has been used as a crude treatment to improve poor blood circulation. It affects platelet function in rabbits by inhibiting platelet aggregation induced by the thromboxane A2 agonist U-46619 with a Ki value of 6.8 μM.{20111}

Size	25 mg
Shipping	dry ice
CAS Number	20069-09-4
Molecular Formula	C₁₇H₁₉NO₅
SMILES	COC(C(OC)=C1)=C(OC)C=C1/C=C/C(N2C(C=CCC2)=O)=O
Molecular Weight	317,3
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2933.59
UNSPSC code	12352100

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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.

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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.