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CAY10455

Cayman Chemical Item Number 10005072

SKM 4-45-1 (CAS 290374-09-3)

CAY10455 (CAS 290374-09-3)

See more	Fluorescence (90) Receptor Biochemistry (59) Fatty Acids (267) Neuroscience (654)

Description

The cellular trafficking of arachidonoyl ethanolamide (anandamide; AEA) by neurons is dominated by transport and/or hydrolysis by fatty acyl amide hydrolase (FAAH) within the neurons.¹ CAY10455 is a labeled analog of AEA that is non-fluorescent when outside the cell. Upon transport into the cell interior, it is cleaved by esterases to give a bright fluorescence at 530 nm. CAY10455 uptake into C₆ glioma cells is inhibited by AEA and its analogs, and conversely CAY10455 inhibits the uptake of tritiated AEA, indicating that they compete for the AEA transporter.²

1 Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10) 6967-6973 (2001).

2 Muthian, S., Nithipatikom, K., Campbell, W.B., et al. Synthesis and characterization of a fluorescent substrate for the N-arachidonoylethanolamine (anandamide) transmembrane carrier. J Pharmacol Exp Ther 293 289-295 (2000).

Synonyms	SKM 4-45-1
Formal Name	[3',6'-bis(acetyloxy)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl]-2-[[1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl]amino]ethyl ester carbamic acid
CAS Number	290374-09-3
Molecular Formula	C₄₇H₅₂N₂O₁₀
Formula Weight	804.9
Formulation	A solution in methyl acetate
Purity	>98%
λ_max	226, 291 nm
Stability	1 year
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOC(=O)Nc1ccc2c(c1)C(=O)OC12c2ccc(OC(=O)C)cc2Oc2cc(ccc12)OC(=O)C

Background Reading

Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10) 6967-6973 (2001).

Muthian, S., Nithipatikom, K., Campbell, W.B., et al. Synthesis and characterization of a fluorescent substrate for the N-arachidonoylethanolamine (anandamide) transmembrane carrier. J Pharmacol Exp Ther 293 289-295 (2000).

Size	Price	Quantity	Subtotal
100 µg	$43.00		$0.00
500 µg	$194.00		$0.00
1 mg	$344.00		$0.00
5 mg	$1,505.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-02-12. Prices are subject to change without notice.

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