810107E
Avanti
NBD AEA
Avanti Research™ - A Croda Brand
Synonym(s):
20-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino] arachidonoyl ethanolamide
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About This Item
Empirical Formula (Hill Notation):
C28H39 N5O5
CAS Number:
Molecular Weight:
525.64
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
NBD AEA, Avanti Research™ - A Croda Brand 810107E, ethanol solution
Assay
>95% (TLC)
form
ethanol solution
packaging
pkg of 1 × 1 mL (810107E-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810107E
concentration
1 mg/mL (810107E-1mg)
shipped in
dry ice
storage temp.
−70°C
General description
The endocannabinoid pathway influences behavior, lipogenesis, embryologic development, and pathophysiological effects including pain, inflammation, stress, obesity, and non-alcoholic fatty liver disease. Endogenous endocannabinoids including arachidonoylethanolamide (anandamide, AEA) and 2-arachidonoylglycerol (2-AG) are derived from arachidonic acid (AA). Fluorescent NBD-AA and NBD-AEA analogs are direct probes that can be used for visualizing the uptake, intracellular trafficking, and targeting of these molecules by living cells, as well as measuring the binding of endocannabinoids to cytosolic binding proteins. Importantly, direct binding studies show the affinities of the fluorescent analogs are in the same range as the respective unlabeled ligands. Fluorescent endocannabinoid probes are useful for mapping the impact of various treatments, inhibitors, etc on endocannabinoid uptake and distribution in living cells.
Application
NBD AEA or 20-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino] arachidonoyl ethanolamide might be used:
- to covalently label nanoparticles for fluorescence imaging experiments
- to develop probes for the determination of direct binding affinities for wild-type (WT) human fatty acid binding protein 1 (FABP1 T94T) or FABP1 T94A analogous to that for NBD-stearic acid binding to WT rat FABP1.4
- in fluorescent ligand displacement assays to confirm the binding of phytocannabinoids and synthetic cannabinoids to FABP1
Packaging
5 mL Amber Glass Screw Cap Vial with Foil Bag Argon overseal (810107E-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
55.4 °F - closed cup
Flash Point(C)
13.0 °C - closed cup
Regulatory Information
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Friedhelm Schroeder et al.
Lipids, 51(6), 655-676 (2016-04-28)
The first discovered member of the mammalian FABP family, liver fatty acid binding protein (FABP1, L-FABP), occurs at high cytosolic concentration in liver, intestine, and in the case of humans also in kidney. While the rat FABP1 is well studied
Gregory G Martin et al.
Biochemistry, 56(38), 5147-5159 (2017-08-31)
Using recombinant human wild-type fatty acid binding protein 1 (WT FABP1 T94T) and a variant (FABP1 T94A) protein, fluorescence binding assays, and circular dichroism, it was shown for the first time that WT FABP1 and the T94A variant each have
Christian Kleusch et al.
Molecules (Basel, Switzerland), 17(1), 1055-1073 (2012-01-24)
In this paper a rapid and highly efficient method for controlled incorporation of fluorescent lipids into living mammalian cells is introduced. Here, the fluorescent molecules have two consecutive functions: First, they trigger rapid membrane fusion between cellular plasma membranes and
Andrew Draganski et al.
The journal of sexual medicine, 15(5), 645-653 (2018-04-28)
Curcumin, a naturally occurring anti-inflammatory compound, has shown promise in pre-clinical studies to treat erectile dysfunction (ED) associated with type-1 diabetes. However, poor bioavailability following oral administration limits its efficacy. The present study evaluated the potential of topical application of
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