5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)-

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5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)- Suppliers list
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5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)- Basic information
Product Name:5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)-
Synonyms:5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)-
CAS:2522598-88-3
MF:C23H33D5O4
MW:383.58
EINECS:
Product Categories:
Mol File:2522598-88-3.mol
5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)- Structure
5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)- Chemical Properties
Boiling point 508.647±50.00 °C(Press: 760.00 Torr)(predicted)
density 0.992±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
solubility DMSO: 10 mg/ml; Ethanol: Miscible; PBS (7.2): ~150 μg/ml
form Liquid
color Colorless to light yellow
Safety Information
MSDS Information
5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)- Usage And Synthesis
Description2-Arachidonoyl glycerol-d5 (2-AG-d5) is intended for use as an internal standard for the quantification of 2-AG by GC- or LC-MS. 2-AG is an endogenous agonist of the CB1 receptor.1,2 Unlike anandamide, 2-AG is present at relatively high levels in the central nervous system; it is the most abundant molecular species of monoacylglycerol found in rat brain.1,3 Formation of 2-AG is calcium-dependent and is mediated by the activities of PLC and DAG lipase.1 2-AG acts as a full agonist at the CB1 receptor. At a concentration of 0.3 nM, 2-AG induces a rapid, transient increase in intracellular free calcium in NG108-15 neuroblastoma X glioma cells through a CB1 receptor-dependent mechanism.2 2-AG is metabolized in vitro by MAG lipase and fatty acid amide hydrolase, with MAG lipase likely being the principle metabolizing enzyme in vivo.4
Uses2-Arachidonoylglycerol-d5 is the deuterium labeled 2-Arachidonoylglycerol. 2-Arachidonoylglycerol is a second endogenous cannabinoid ligand in the central nervous system.
References1. Stella, N., Schweitzer, P., and Piomelli, D. A second endogenous cannabinoid that modulates long-term potentiation Nature 388(6644),773-778(1997).
2. Sugiura, T., Kodaka, T., Nakane, S., et al. Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds J. Biol. Chem. 274(5),2794-2801(1999).
3. Kondo, S., Kondo, H., Nakane, S., et al. 2-Arachidonoylglycerol, an endogenous cannabinoid receptor agonist: Identification as one of the major species of monoacylglycerols in various rat tissues, and evidence for its generation through Ca2+-dependent and -independent mechanisms FEBS Lett. 429(2),152-156(1998).
4. Dinh, T.P., Carpenter, D., Leslie, F.M., et al. Brain monoglyceride lipase participating in endocannabinoid inactivation Proc. Natl. Acad. Sci. USA 99(16),10819-10824(2002).
5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)- Preparation Products And Raw materials
Tag:5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl-d2)ethyl-1,2,2-d3 ester, (5Z,8Z,11Z,14Z)-(2522598-88-3) Related Product Information
1-MONOARACHIDIN 5,8,11,14-Eicosatetraenoic-5,6,8,9,11,12,14,15-d8 acid, 2,3-dihydroxypropyl ester, (5Z,8Z,11Z,14Z)- Arachidonoyl-1-thio-Glycerol 1-Arachidonoyl-d5-rac-glycerol 2-AG-D8 Calcitriol