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(±)12(13)-DiHOME is the diol form of (±)12(13)-EpOME (Item No. 52450), a cytochrome P450-derived epoxide of linoleic acid (Item Nos. 90150 | 90150.1 | 21909) also known as isoleukotoxin.{8529} It is formed from 12(13)-EpOME by soluble epoxide hydrolase (sEH) in neutrophils.{17057} 12(13)-DiHOME is toxic to Sf21 cells expressing sEH and to lacZ-expressing control cells, unlike isoleukotoxin, which is only toxic to cells containing sEH.{8529,17057} Levels of 12(13)-DiHOME are increased in rat spinal cord following burn injury, and it enhances cold tolerance, increases fatty acid uptake into brown adipocytes, and decreases serum triglyceride levels in mice.{35412,34553} Levels are also elevated in bronchoalveolar lavage fluid (BALF) in humans following exposure to biodiesel exhaust and in exhaled breath condensate in patients with allergic asthma following allergen exposure.{42556,42557} Plasma levels of 12(13)-DiHOME are increased immediately following moderate-intensity exercise in mice and humans, an effect that can be prevented by brown adipose tissue removal in the mouse.{35413}
Territorial Availability: Available through Bertin Technologies only in France
| Size | 100 µg, 25 µg, 50 µg, 500 µg |
|---|---|
| Shipping | dry ice |
| CAS number | 263399-35-5 |
| Molecular formula | C18H34O4 |
| Smiles | CCCCC[C@@H](O)[C@H](O)C/C=CCCCCCCCC(O)=O, CCCCC[C@@H](O)[C@H](O)C/C=CCCCCCCCC(O)=O, CCCCC[C@@H](O)[C@H](O)C/C=CCCCCCCCC(O)=O, CCCCC[C@@H](O)[C@H](O)C/C=CCCCCCCCC(O)=O |
| Molecular weight | 314,5 |
| Custom code | 2916.19 |
| Formulation | A solution in methyl acetate |
| Purity | ≥98% |
| UNSPSC code | 12352100 |
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.
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