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9(S)-HODE-d4

Cayman Chemical Item Number 338410

9(S)-HODE-d4

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Description

9(S)-HODE-d4 contains four deuterium atoms at the 9, 10, 12, and 13 positions. It is intended for use as an internal standard for the quantification of 9(S)-HODE by GC- or LC-mass spectrometry. 9(S)-HODE is produced by the lipoxygenation of linoleic acid in both plants and animals.1,2 It has been detected in atherosclerotic plaques, as an esterified component of membrane phospholipids and in oxidized low-density lipoproteins particles.3

1 Gardner, H.W. Soybean lipoxygenase-1 enzymically forms both (9S)- and (13S)-hydroperoxides from linoleic acid by a pH-dependent mechanism. Biochim Biophys Acta 1001 274-281 (1989).

2 Kühn, H., Belkner, J., and Wiesner, R. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes. Eur J Biochem 191 221-227 (1990).

3 Lo, H., Bartek, G.A., and Fischer, S.M. In vitro activation of mouse skin protein kinase C by fatty acids and their hydroxylated metabolites. Lipids 29 547-553 (1994).

Formal Name 9S-​hydroxy-​10E,​12Z-​octadecadienoic-​9,​10,​12,​13-​d4 acid
Molecular Formula C18H28D4O3
Formula Weight 300.5
Formulation A solution in ethanol
Purity ≥99% deuterated forms (d1- d4)
λmax 234 nm
ε 23
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C=C\[C@@H]​(O)​CCCCCCCC(=O)​O

Background Reading

Gardner, H.W. Soybean lipoxygenase-1 enzymically forms both (9S)- and (13S)-hydroperoxides from linoleic acid by a pH-dependent mechanism. Biochim Biophys Acta 1001 274-281 (1989).

Kühn, H., Belkner, J., and Wiesner, R. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes. Eur J Biochem 191 221-227 (1990).

Lo, H., Bartek, G.A., and Fischer, S.M. In vitro activation of mouse skin protein kinase C by fatty acids and their hydroxylated metabolites. Lipids 29 547-553 (1994).

Size Price Quantity Subtotal
25 µg $120.00 $0.00
50 µg $230.00 $0.00
100 µg $430.00 $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 2012-05-26. 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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9(S)-HODE

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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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Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

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