KOdiA-PC

Cayman Chemical Item Number 62945

(CAS 439904-33-3)

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Description

Oxidized low-density lipoprotien (oxLDL) particles contain low molecular weight species which are cytotoxic and pro-atherogenic.1 Many of these substances were recently isolated and purified from oxLDL, and identified as phosphatidylcholine species containing a fragmented, oxidized short-chain fatty acid remnant at the sn-2 position.2 1-(Palmitoyl)-2-(5-keto-6-octene-dioyl) phosphatidylcholine, or KOdiA-PC, is one of the most potent CD36 ligands among the oxLDL species.3 KOdiA-PC confers CD36 scavenger receptor binding affinity to LDL at a frequency of only 2 to 3 KOdiA-PC molecules/LDL particle, and may be one of the more important structural determinants of oxLDL.

1. Podrez, E.A., Febbraio, M., Sheibani, N., et al. Macrophage scavenger receptor CD36 is the major receptor for LDL modified by monocyte-generated reactive nitrogen species. J Clin Invest 105(8) 1095-1108 (2000).

2. Podrez, E.A., Batyreva, E., Shen, Z., et al. A novel family of atherogenic oxidized phospholipids promotes macrophage foam cell formation via the scavenger receptor CD36 and is enriched in atherosclerotic lesions. J Biol Chem 277 (41) 38517-38523 (2002).

3. Podrez, E.A., Batyreva, B., Shen, Z., et al. Identification of a novel family of oxidized phospholipids that serve as ligands for the macrophage scavenger receptor CD36. J Biol Chem 277(41) 38503-38516 (2002).

Formal Name 1-​(palmitoyl)-​2-​(5-​keto-​6-​octene-​dioyl)phosphatidylcholine
CAS Number 439904-33-3
Molecular Formula C32H58NO11P
Formula Weight 663.8
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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O=P([O-]​)​(OCC[N+]​(C)​(C)​C)​OC[C@H]​(OC(CCCC(/C=C/C(O)​=O)​=O)​=O)​COC(CCCCCCCCCCCCCCC)​=O
InCHI Code
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​1S/C32H58NO11P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-31(37)​41-26-29(27-43-45(39,40)​42-25-24-33(2,3)​4)​44-32(38)​21-18-19-28(34)​22-23-30(35)​36/h22-23,29H,5-21,24-27H2,1-4H3,(H-,35,36,39,40)​/b23-22+/t29-/m1/s1
InCHI Key
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PEZXEQJZQAVYCZ-NLMPBQEBSA-N

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KOdiA-PC is available in the following screening library:

Size Price Quantity Subtotal
500 µg $40.00 $0.00
1 mg $76.00 $0.00
5 mg $320.00 $0.00
10 mg $560.00 $0.00
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Pricing updated 2015-04-24. Prices are subject to change without notice.

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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Ann Arbor, Michigan 48108 USA

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