A2984
N-花生四烯基马来酰亚胺
≥98% (HPLC)
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关于此项目
经验公式（希尔记法）:
C24H35NO2
化学文摘社编号:
分子量:
369.54
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C24H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-25-23(26)20-21-24(25)27/h6-7,9-10,12-13,15-16,20-21H,2-5,8,11,14,17-19,22H2,1H3/b7-6-,10-9-,13-12-,16-15-
SMILES string
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCN1C(=O)C=CC1=O
InChI key
GZNZRHSGGQUYAP-DOFZRALJSA-N
assay
≥98% (HPLC)
form
solid
storage condition
under inert gas
storage temp.
−20°C
Biochem/physiol Actions
N-Arachidonylmaleidmide (NAM) is structurally similar to the MAGL substrate 2-AG and displays a high potency for inhibition of MAGL. It is thought that NAM binds MAGL at the substrate binding site and inhibits enzyme activity through the Michael addition reaction at the Cys201, and to a lesser extent Cys242, residue of MAGL. In cerebellar rat membranes, NAM inhibits MAGL-like activity with an IC50 of 140 nM.
N-Arachidonylmaleidmide, NAM, is a potent irreversible inhibitor of Monoacylglycerol Lipase (MAGL), the enzyme predominantly responsible for the degradation of the endocannabinoid 2-arachidonoylglycerol (2-AG).
Features and Benefits
This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Susanna M Saario et al.
Chemistry & biology, 12(6), 649-656 (2005-06-25)
We have previously reported that the endocannabinoid, 2-arachidonoyl-glycerol (2-AG), is hydrolyzed in rat cerebellar membranes by monoglyceride lipase (MGL)-like enzymatic activity. The present study shows that, like MGL, 2-AG-degrading enzymatic activity is sensitive to inhibition by sulfhydryl-specific reagents. Inhibition studies
Geoffray Labar et al.
Chembiochem : a European journal of chemical biology, 11(2), 218-227 (2009-12-04)
2-Arachidonoylglycerol plays a major role in endocannabinoid signaling, and is tightly regulated by the monoacylglycerol lipase (MAGL). Here we report the crystal structure of human MAGL. The protein crystallizes as a dimer, and despite structural homologies to haloperoxidases and esterases
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