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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

1-Stearoyl-2-Arachidonoyl-sn-Glycerol

Cayman Chemical Item Number 10008650

SAG (CAS 65914-84-3)

1-Stearoyl-2-Arachidonoyl-sn-Glycerol (CAS 65914-84-3)

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Description

Many protein kinase C (PKC) isoforms require activation via second messengers including Ca2+, diacylglycerol (DAG), and/or a phospholipid to phosphorylate target proteins and they initiate a variety of important signalling cascades.1 1-Stearoyl-2-arachidonoyl-sn-glycerol (SAG) is a DAG that contains the ω-6 polyunsaturated fatty acid arachidonic acid in the sn-2 position and stearic acid in the sn-1 position of the glycerol backbone. It can potently activate PKCα, PKCε, and PKCδ at nM concentrations.2 Independent of PKC signalling, SAG competitively binds to the Ras activator RasGRP with a Ki value of 4.49 µM in Jurkat T-cells.3

1 Bell, R.M., and Burns, D.J. Lipid activation of protein kinase C. J Biol Chem 266 4661-4664 (1991).

2 Madani, S., Hichami, A., Legrand, A., et al. Implication of acyl chain diacylglycerols in activation of different isoforms of protein kinase C. FASEB J 15 2595-2601 (2001).

3 Madani, S., Hichami, A., Charkaoui-Malki, M., et al. Diacylglycerols containing ω-3 and ω-6 fatty acids bind to RasGRP and modulate MAP kinase activation. J Biol Chem 279(2) 1176-1183 (2004).

Synonyms
  • SAG
Formal Name 1-​octadecanoyl-​2-​(5Z,​8Z,​11Z,​14Z)-​eicosatetraenoyl-​sn-​glycerol
CAS Number 65914-84-3
Molecular Formula C41H72O5
Formula Weight 645.0
Formulation A solution in methyl acetate
Purity >95%
Stability 1 year
Storage -80°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCCCC(=O)​OC[C@H]​(CO)​OC(=O)​CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

Background Reading

Bell, R.M., and Burns, D.J. Lipid activation of protein kinase C. J Biol Chem 266 4661-4664 (1991).

Madani, S., Hichami, A., Charkaoui-Malki, M., et al. Diacylglycerols containing ω-3 and ω-6 fatty acids bind to RasGRP and modulate MAP kinase activation. J Biol Chem 279(2) 1176-1183 (2004).

Madani, S., Hichami, A., Legrand, A., et al. Implication of acyl chain diacylglycerols in activation of different isoforms of protein kinase C. FASEB J 15 2595-2601 (2001).

Size Price Quantity Subtotal
1 mg $11.00 $0.00
5 mg $50.00 $0.00
10 mg $88.00 $0.00
25 mg $193.00 $0.00
Bulk Contact
Cart Total $0.00

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

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

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Warning This product is not for human or veterinary use.

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