Molecular structure of Arachidonoyl-1-thio-Glycerol, CAS Number: 1309664-54-7
Arachidonoyl-1-thio-Glycerol (CAS 1309664-54-7)
Application:
Arachidonoyl-1-thio-Glycerol is a thiol analog of 2-arachidonoyl glycerol
CAS Number:
1309664-54-7
Purity:
>98%
Molecular Weight:
394.6
Molecular Formula:
C23H38O3S
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
2-Arachidonoyl glycerol (2-AG) is an endogenous agonist of the central cannabinoid (CB1) receptor.1,2 It is present at relatively high levels in the central nervous system and is the most abundant molecular species of monoacylglycerol found in rat brain.2,3 Monoacylglycerol lipase (MGL) hydrolyzes 2-AG to arachidonic acid and glycerol, thereby terminating its biological actions.4 Arachidonoyl-1-thio-glycerol is a thioester substrate analog of 2-AG that can be utilized for the measurement of MGL activity.5 Hydrolysis of the thioester bond by MGL generates a free thiol that reacts rapidly with the chromogenic reagent DTNB (Ellman′s reagent) resulting a yellow product with an absorbance maximum at 412 nm.
Arachidonoyl-1-thio-Glycerol (CAS 1309664-54-7) References
- Brain monoglyceride lipase participating in endocannabinoid inactivation. | Dinh, TP., et al. 2002. Proc Natl Acad Sci U S A. 99: 10819-24. PMID: 12136125
- Assessment of a spectrophotometric assay for monoacylglycerol lipase activity. | Ulloa, NM. and Deutsch, DG. 2010. AAPS J. 12: 197-201. PMID: 20186507
- Substrate selectivity of bacterial monoacylglycerol lipase based on crystal structure. | Tsurumura, T. and Tsuge, H. 2014. J Struct Funct Genomics. 15: 83-9. PMID: 24894647
- Endocannabinoids anandamide and 2-arachidonoylglycerol are substrates for human CYP2J2 epoxygenase. | McDougle, DR., et al. 2014. J Pharmacol Exp Ther. 351: 616-27. PMID: 25277139
- The cannabinoid receptor antagonist AM251 increases paraoxon and chlorpyrifos oxon toxicity in rats. | Liu, J. and Pope, C. 2015. Neurotoxicology. 46: 12-8. PMID: 25447325
- Comparative effects of parathion and chlorpyrifos on endocannabinoid and endocannabinoid-like lipid metabolites in rat striatum. | Liu, J., et al. 2015. Neurotoxicology. 50: 20-7. PMID: 26215119
- Crosstalk between liver antioxidant and the endocannabinoid systems after chronic administration of the FAAH inhibitor, URB597, to hypertensive rats. | Biernacki, M., et al. 2016. Toxicol Appl Pharmacol. 301: 31-41. PMID: 27086176
- The Antimalarial Natural Product Salinipostin A Identifies Essential α/β Serine Hydrolases Involved in Lipid Metabolism in P. falciparum Parasites. | Yoo, E., et al. 2020. Cell Chem Biol. 27: 143-157.e5. PMID: 31978322
- Chronic Cannabidiol Administration Fails to Diminish Blood Pressure in Rats with Primary and Secondary Hypertension Despite Its Effects on Cardiac and Plasma Endocannabinoid System, Oxidative Stress and Lipid Metabolism. | Remiszewski, P., et al. 2020. Int J Mol Sci. 21: PMID: 32075117
- Preparation of thioester substrates and development of continuous spectrophotometric assays for phospholipase A1 and monoacylglycerol lipase. | Cox, JW. and Horrocks, LA. 1981. J Lipid Res. 22: 496-505. PMID: 7240974
- A second endogenous cannabinoid that modulates long-term potentiation. | Stella, N., et al. 1997. Nature. 388: 773-8. PMID: 9285589
- 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. | Kondo, S., et al. 1998. FEBS Lett. 429: 152-6. PMID: 9650580
- Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds. | Sugiura, T., et al. 1999. J Biol Chem. 274: 2794-801. PMID: 9915812
Activator of:
CB1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Arachidonoyl-1-thio-Glycerol, 1 mg | sc-221265 | 1 mg | $46.00 | |||
Arachidonoyl-1-thio-Glycerol, 5 mg | sc-221265A | 5 mg | $206.00 |