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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.

1-Stearoyl-2-Arachidonoyl PC-d8 Exclusive

Cayman Chemical Item Number 10009431

SAPC-d8; 1-Stearoyl-2-Arachidonoyl Phosphatidylcholine-d8

1-Stearoyl-2-Arachidonoyl PC-d8

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Description

1-Stearoyl-2-Arachidonoyl PC-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 SAPC by GC- or LC-mass spectrometry. Oxidation of phospholipids in low-density lipoprotein (LDL) generates pro-inflammatory and pro-thrombotic mediators that may play a crucial role in cardiovascular and inflammatory diseases.1 1-stearoyl-2-arachidonoyl-sn-Glycero-3-phosphocholine (SAPC) is one of the major phospholipid species in LDL. Upon oxidation, SAPC that been shown to induce monocyte-endothelial interactions.2

1 Milne, G.L., Seal, J.R., Havrilla, C.M., et al. Identification and analysis of products formed from phospholipids in the free radical oxidation of human low density lipoproteins. J Lipid Res 46 307-319 (2005).

2 Subbanagounder, G., Leitinger, N., Schwenke, D.C., et al. Determinants of bioactivity of oxidized phospholipids: Specific oxidized fatty acyl groups at the sn-2 position. Arterioscler Thromb Vasc Biol 20 2248-2254 (2000).

Synonyms
  • SAPC-d8
  • 1-Stearoyl-2-Arachidonoyl Phosphatidylcholine-d8
Formal Name 1-​ocatadeconyl-​2R-​(5Z,​8Z,​11Z,​14Z-​eicosatetraenoyl)-​sn-​glyceryl-​3-​phosphorylcholine-​5,​6,​8,​9,​11,​12,​14,​15-​d14
Molecular Formula C46H76D8NO8P
Formula Weight 818.2
Formulation A solution in ethanol
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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[O-]​P(OC[C@H]​(OC(CCC/C([2H]​)​=C([2H]​)​\C/C([2H]​)​=C([2H]​)​\C/C([2H]​)​=C([2H]​)​\C/C([2H]​)​=C([2H]​)​\CCCCC)​=O)​COC(CCCCCCCCCCCCCCCCC)​=O)​(OCC[N+]​(C)​(C)​C)​=O

Background Reading

Subbanagounder, G., Leitinger, N., Schwenke, D.C., et al. Determinants of bioactivity of oxidized phospholipids: Specific oxidized fatty acyl groups at the sn-2 position. Arterioscler Thromb Vasc Biol 20 2248-2254 (2000).

Milne, G.L., Seal, J.R., Havrilla, C.M., et al. Identification and analysis of products formed from phospholipids in the free radical oxidation of human low density lipoproteins. J Lipid Res 46 307-319 (2005).

Size Price Quantity Subtotal
50 µg $43.00 $0.00
100 µg $82.00 $0.00
500 µg $344.00 $0.00
1 mg $602.00 $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

1,2-bis(heptanoylthio) Glycerophosphocholine
1-Stearoyl-2-Arachidonoyl PC

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FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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