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Cat.No. 4104 - MM-22 | C36H60N4O5S | CAS No. 956605-71-3
Description: Biotinylated anandamide analog; blocks anandamide uptake
Chemical Name: (3aS,4S,6aR)-Hexahydro-2-oxo-N-[2-[2-[2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]amino]ethoxy]ethoxy]ethyl]-1H-thieno[3,4-d]imidazole-4-pentanamide
Purity: ≥98% (HPLC)

Biological Activity

Biotinylated anandamide analog; acts as a probe for visualizing the accumulation and intracellular trafficking of anandamide. Blocks anandamide uptake (IC50 = 0.5 μM in HaCaT cells); prevents interaction with FAAH, CB1 and TRPV1.

Licensing Information

Sold under licence from the University of Rome and the University of Teramo

Technical Data

M. Wt 660.95
Formula C36H60N4O5S
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 956605-71-3
PubChem ID 17755658
Smiles O=C(NCCOCCOCCNC(CCCC[C@H]1[C@](NC(N2)=O)([H])[C@]2([H])CS1)=O)CCC\C=C/C\C=C/C/C=C\C/C=C\CCCCC

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 66.09 100
ethanol 33.05 50

Preparing Stock Solutions

The following data is based on the product molecular weight 660.95. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.51 mL 7.56 mL 15.13 mL
5 mM 0.3 mL 1.51 mL 3.03 mL
10 mM 0.15 mL 0.76 mL 1.51 mL
50 mM 0.03 mL 0.15 mL 0.3 mL

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References are publications that support the biological activity of the product.

Fezza et al (2008) Characterization of biotin-anandamide, a novel tool for the visualization of anandamide accumulation. J.Lipid.Res. 49 1216 PMID: 18316795

Oddi et al (2008) Evidence for the intracellular accumulation of anandamide in adiposomes. Cell Mol.Life Sci. 65 840 PMID: 18213445

Oddi et al (2009) Molecular identification of albumin and Hsp70 as cytosolic anandamide-binding proteins. Chem.Biol. 16 624 PMID: 19481477

Oddi et al (2010) Pitfalls and solutions in assaying anandamide transport in cells. J.Lipid.Res. 51 2435 PMID: 20447929

If you know of a relevant reference for MM-22, please let us know.

Keywords: MM-22, MM-22 supplier, MM22, b-AEA, anandamide, biotinylated, analogs, intracellular, accumulation, trafficking, probe, CB1, CB2, cannabinoid, receptors, Non-selective, Cannabinoids, TRPV, 4104, Tocris Bioscience

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