1-Stearoyl-2-Arachidonoyl-sn-Glycerol-d8

1-Stearoyl-2-Arachidonoyl-sn-Glycerol-d₈ Exclusive

Cayman Chemical Item Number 10009872

SAG-d₈

Description

SAG-d₈ contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of SAG by GC- or LC-mass spectrometry. Many protein kinase C (PKC) isoforms require activation via second messengers including Ca2+, diacylglycerol (DAG), and/or a phospholipid in order to phosphorylate target proteins, initiating a variety of important signaling 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, ε, and δ at nM concentrations.² Independent of PKC signaling, SAG competitively binds to the Ras activator RasGRP with a K_i 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-d8

Formal Name

1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-5,6,8,9,11,12,14,15-d8-sn-glycerol

Molecular Formula

C₄₁H₆₄D₈O₅

Formula Weight

653.1

Formulation

A solution in acetonitrile

Purity

≥99% deuterated forms (d1-d8)

Stability

1 year

Storage

-20°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., Legrand, A., et al. Implication of acyl chain diacylglycerols in activation of different isoforms of protein kinase C. FASEB J 15 2595-2601 (2001).

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).

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100 µg 
$43.00

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500 µg 
$194.00

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1 mg 
$344.00

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5 mg 
$1,505.00

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1-Stearoyl-2-Arachidonoyl-sn-Glycerol-d₈ Exclusive