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Linoleoyl ethanolamide-d4 contains four deuterium atoms at the hydroxyethyl 1,1′,2, and 2′ positions. It is intended for use as an internal standard for the quantification of linoleoyl ethanolamide (Item No. 90155) by GC- or LC-mass spectrometry. Linoleoyl ethanolamide is an endocannabinoid detected in porcine brain and murine peritoneal macrophages which contains linoleate in place of the arachidonate moiety of arachidonoyl ethanolamide (AEA).{11172,11151} It has weak affinity for the central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors, exhibiting Ki values of 10 µM and 25 µM, respectively.{7422} However, it is only approximately 4-fold less potent than AEA at causing catalepsy in mice (ED50 of 26.5 mg/kg).{11177} In addition, linoleoyl ethanolamide increases ERK phosphorylation and AP-1-dependent transcription approximately 1.5-fold at 15 µM in a CB-receptor-independent manner.{11152} However, cellular toxicity is readily apparent at concentrations of 10-20 µM. Linoleoyl ethanolamide inhibits human fatty acid amide hydrolase-dependent hydrolysis of AEA with a Ki value of 9.0 µM, but also is hydrolyzed effectively by the enzyme.{7251,3922}
Territorial Availability: Available through Bertin Technologies only in France
| Size | 1 mg, 2.5 mg, 5 mg, 500 µg |
|---|---|
| Shipping | dry ice |
| CAS number | 1451194-69-6 |
| Molecular formula | C20H33D4NO2 |
| Smiles | O=C(NC([2H])([2H])C([2H])([2H])O)CCCCCCCC=C/C/C=CCCCCC, O=C(NC([2H])([2H])C([2H])([2H])O)CCCCCCCC=C/C/C=CCCCCC, O=C(NC([2H])([2H])C([2H])([2H])O)CCCCCCCC=C/C/C=CCCCCC, O=C(NC([2H])([2H])C([2H])([2H])O)CCCCCCCC=C/C/C=CCCCCC |
| Molecular weight | 327,5 |
| Custom code | 3822.19 |
| Formulation | A solution in ethanol |
| Purity | ≥99% deuterated forms (d1-d4) |
| 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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