See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

CAY10455

Cayman Chemical Item Number 10005072

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

CAY10455 (CAS 290374-09-3)

See more

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%
λmax 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

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

AM1172
AM404
Arachidonoyl Ethanolamide
CAY10412 Exclusive
DAUDA
OMDM-1
OMDM-2
UCM707
Show all 8 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?