N-ArachidonylGABA

Inhibits pain in vivo CAS# 128201-89-8

N-ArachidonylGABA

Catalog No. BCC7186----Order now to get a substantial discount!

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N-ArachidonylGABA: 5mg $138 In Stock
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Quality Control of N-ArachidonylGABA

Number of papers citing our products

Chemical structure

N-ArachidonylGABA

3D structure

Chemical Properties of N-ArachidonylGABA

Cas No. 128201-89-8 SDF Download SDF
PubChem ID 16759310 Appearance Powder
Formula C24H39NO3 M.Wt 389.58
Type of Compound N/A Storage Desiccate at -20°C
Synonyms NAGABA
Solubility Soluble in ethanol (supplied pre-dissolved in anhydrous ethanol, 5mg/ml)
Chemical Name 4-[[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]amino]butanoic acid
SMILES CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCCCC(=O)O
Standard InChIKey JKUDIEXTAYKJNX-DOFZRALJSA-N
Standard InChI InChI=1S/C24H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(26)25-22-19-21-24(27)28/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-22H2,1H3,(H,25,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15-
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of N-ArachidonylGABA

DescriptionArachidonyl amino acid; first isolated from bovine brain. Inhibits pain in vivo.

N-ArachidonylGABA Dilution Calculator

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N-ArachidonylGABA Molarity Calculator

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Preparing Stock Solutions of N-ArachidonylGABA

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5669 mL 12.8343 mL 25.6687 mL 51.3373 mL 64.1717 mL
5 mM 0.5134 mL 2.5669 mL 5.1337 mL 10.2675 mL 12.8343 mL
10 mM 0.2567 mL 1.2834 mL 2.5669 mL 5.1337 mL 6.4172 mL
50 mM 0.0513 mL 0.2567 mL 0.5134 mL 1.0267 mL 1.2834 mL
100 mM 0.0257 mL 0.1283 mL 0.2567 mL 0.5134 mL 0.6417 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on N-ArachidonylGABA

Hemisynthesis and preliminary evaluation of novel endocannabinoid analogues.[Pubmed:12781177]

Bioorg Med Chem Lett. 2003 Jun 16;13(12):1977-80.

Three new endocannabinoid analogues in which amide moiety was replaced either by oxomethylene group or ester moiety with simultaneous substitution of both alpha-hydrogens with methyl groups were synthesized and their abilities to interact with CB1-receptor and FAAH were investigated.

Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain.[Pubmed:11518719]

J Biol Chem. 2001 Nov 16;276(46):42639-44.

In mammals, specific lipids and amino acids serve as crucial signaling molecules. In bacteria, conjugates of lipids and amino acids (referred to as lipoamino acids) have been identified and found to possess biological activity. Here, we report that mammals also produce lipoamino acids, specifically the arachidonyl amino acids. We show that the conjugate of arachidonic acid and glycine (N-arachidonylglycine (NAGly)) is present in bovine and rat brain as well as other tissues and that it suppresses tonic inflammatory pain. The biosynthesis of NAGly and its degradation by the enzyme fatty acid amide hydrolase can be observed in rat brain tissue. In addition to NAGly, bovine brain produces at least two other arachidonyl amino acids: N-arachidonyl gamma-aminobutyric acid (NAGABA) and N-arachidonylalanine. Like NAGly, NAGABA inhibits pain. These findings open the door to the identification of other members of this new class of biomolecules, which may be integral to pain regulation and a variety of functions in mammals.

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