(±)13-HODE cholesteryl ester
Item № 38601
CAS № 167354-91-8
Purity ≥98%
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
25 µg $70.00 $0.00
50 µg $133.00 $0.00
100 µg $252.00 $0.00

Pricing updated 2016-05-24. Prices are subject to change without notice.

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Description

(±)13-HODE cholesteryl ester was originally extracted from atherosclerotic lesions1 and shown to be produced by Cu2+-catalyzed oxidation of LDL.2 Later studies determined that 15-LO from rabbit reticulocytes and human monocytes were able to metabolize cholesteryl linoleate, a major component of LDL, to 13-HODE cholesteryl ester.3,4

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Technical Information
Formal Name (±)-13-hydroxy-9Z,11E-octadecadienoic acid, cholesteryl ester
CAS Number 167354-91-8
Molecular Formula C45H76O3
Formula Weight 665.1
Purity ≥98%
Formulation A solution in ethanol
λmax 234 nm
SMILES CCCCCC(O)\C=C\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@H]23)C1
InChI Code 1S/C45H76O3/c1-7-8-16-22-37(46)23-17-14-12-10-9-11-13-15-18-24-43(47)48-38-29-31-44(5)36(33-38)25-26-39-41-28-27-40(35(4)21-19-20-34(2)3)45(41,6)32-30-42(39)44/h12,14,17,23,25,34-35,37-42,46H,7-11,13,15-16,18-22,24,26-33H2,1-6H3/b14-12-,23-17+/
InChI Key RZXYPSUQZUUHPD-ZCNQQENXSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability As supplied, 1 year from the QC date provided on the Certificate of Analysis, when stored properly
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Additional Information

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References & Background Reading
Product Description References

1. Brooks, C.J.W., Harland, W.A., Steel, G., et al. Lipids of human atheroma: Isolation of hydroxyoctadecadienoic acids from advanced aortal lesions. Biochim Biophys Acta 202 563-566 (1970).

2. Lenz, M.L., Hughes, H., Mitchell, J.R., et al. Lipid hydroperoxy and hydroxy derivatives in copper-catalyzed oxidation of low density lipoprotein. J Lipid Res 31 1043-1050 (1990).

3. Belkner, J., Wiesner, R., Kühn, H., et al. The oxygenation of cholesterol esters by the reticulocyte lipoxygenase. FEBS Lett 279 110-114 (1991).

4. Folcik, V.A., and Cathcart, M.K. Predominance of esterified hydroperoxy-linoleic acid in human monocyte-oxidized LDL. J Lipid Res 35 1570-1582 (1994).

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