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Cat. Number

652656184195944

Chemical Name

9(S)-HODE-d4

References

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 product
λ_max	234 nm
ε	23
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	CCCCC/C=CC=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	Global Purchasing
25 µg
50 µg
100 µg
500 µg

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).

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