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YLEARPUNMCCKMP-FBFLGLDDSA-N

Product Name
YLEARPUNMCCKMP-FBFLGLDDSA-N
CAS No.
1159908-44-7
Chemical Name
YLEARPUNMCCKMP-FBFLGLDDSA-N
Synonyms
YLEARPUNMCCKMP-FBFLGLDDSA-N;N-[1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl]-glycine,5,6,8,9,11,12,14,15-d8
CBNumber
CB53400107
Molecular Formula
C22H35NO3
Formula Weight
361.53
MOL File
1159908-44-7.mol
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YLEARPUNMCCKMP-FBFLGLDDSA-N Property

storage temp. 
Store at -20°C
solubility 
DMF: 20 mg/ml,DMSO: 15 mg/ml,Ethanol: 25 mg/ml,PBS (pH 7.2): 2 mg/ml
form 
Liquid
color 
Colorless to light yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10007531
Product name
Arachidonoyl Glycine-d8
Purity
≥99% deuterated forms (d1-d8)
Packaging
100μg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
10007531
Product name
Arachidonoyl Glycine-d8
Purity
≥99% deuterated forms (d1-d8)
Packaging
500μg
Price
$161
Updated
2024/03/01
Cayman Chemical
Product number
10007531
Product name
Arachidonoyl Glycine-d8
Purity
≥99% deuterated forms (d1-d8)
Packaging
1mg
Price
$283
Updated
2024/03/01
Cayman Chemical
Product number
10007531
Product name
Arachidonoyl Glycine-d8
Purity
≥99% deuterated forms (d1-d8)
Packaging
5mg
Price
$945
Updated
2021/12/16
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YLEARPUNMCCKMP-FBFLGLDDSA-N Chemical Properties,Usage,Production

Uses

N-Arachidonylglycine-d8 is a deuterated labeled N-Arachidonylglycine[1]. N-Arachidonylglycine (NA-Gly), a carboxylic analog of the endocannabinoid anandamide (AEA), is a GPR18 agonist (EC50 = 44.5 nM). Unlike AEA, N-Arachidonylglycine has no activity at either CB1 or CB2 receptors. N-Arachidonylglycine inhibits GLYT2 (IC50 = 5.1 μM). N-Arachidonylglycine also is an effective activator of endometrial cell migration[2][3].

Biological Activity

Arachidonoyl glycine-d8 (NAGly-d8) contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of NAGly by GC- or LC-mass spectrometry. NAGly has been isolated from cell cultures treated with arachidonoyl ethanolamide (AEA),1 from extracts of mammalian brain,2,3 and has also been synthesized as an analog of AEA for structure/activity testing.4 NAGly may be produced endogenously via oxidation of AEA, or by transacylation of arachidonoyl coenzyme A. NAGly is reported to have analgesic activities in whole animal experiments.1,2,3 Since it seems to be a very poor ligand for the CB1 receptor,4 these effects are probably mediated via other signalling pathways.

in vivo

N-Arachidonylglycine (10 mg/kg; oral) increases blood concentrations of anandamide 9-fold[4].
N-Arachidonylglycine (1.2 mg/kg; oral; once) results in a significant 70% reduction of peritoneal cells[4].

References

1.Burstein, S.H., Rossetti, R.G., Yagen, B., et al.Oxidative metabolism of anandamideProstaglandins & Other Lipid Mediators6129-41(2000) 2.Huang, S.M., Bisogno, T., Petros, T.J., et al.Identification and characterization of an endogenous anandamide-like compound: N-arachidonylglycine (NAGly)ICRS 2001 Symposium on the Cannabinoids78(2001) 3.Huang, S.M., Bisogno, T., Petros, T.J., et al.Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits painThe Journal of Biological Chemisty276(46)42639-42644(2001) 4.Sheskin, T., Hanus, L., Slager, J., et al.Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptorJournal of Medicinal Chemistry40659-667(1997)

YLEARPUNMCCKMP-FBFLGLDDSA-N Preparation Products And Raw materials

Raw materials

Preparation Products

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YLEARPUNMCCKMP-FBFLGLDDSA-N Suppliers

Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81

1159908-44-7, YLEARPUNMCCKMP-FBFLGLDDSA-NRelated Search:


  • YLEARPUNMCCKMP-FBFLGLDDSA-N
  • N-[1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl]-glycine,5,6,8,9,11,12,14,15-d8
  • 1159908-44-7
  • C22H27D8NO3