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Cat. Number

652369346840079

Chemical Name

13(S)-HODE-d4

References

Formal Name	13S-hydroxy-9Z,11E-octadecadienoic-9,10,12,13-d4 acid
CAS Number	139408-39-2
Molecular Formula	C₁₈H₂₈D₄O₃
Formula Weight	300.5
Formulation	A solution in acetonitrile
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@H](O)C=CC=CCCCCCCCC(=O)O

Background Reading

Grossi, I.M., Fitzgerald, L.A., Umbarger, L.A., et al. Bidirectional control of membrane expression and/or activation of the tumor cell IRGpIIb/IIIa receptor and tumor cell adhesion by lipoxygenase products of arachidonic acid and linoleic acid. Cancer Res 49 1029-1037 (1989).

Honn, K.V., Nelson, K.K., Renaud, C., et al. Fatty acid modulation of tumor cell adhesion to microvessel endothelium and experimental metastasis. Prostaglandins 44 413-429 (1992).

Buchanan, M.R., Haas, T.A., Lagarde, M., et al. 13-Hydroxyoctadecadienoic acid is the vessel wall chemorepellant factor, LOX. J Biol Chem 260 16056-16059 (1985).

Size	Global Purchasing
25 µg
50 µg
100 µg
500 µg

Description

13(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 13(S)-HODE by GC- or LC-mass spectrometry. 13(S)-HODE is produced by incubation of linoleic acid with plant and mammalian lipoxygenases. It has been shown to inhibit the adhesion of tumor cells to the endothelium at concentrations around 1 µM,^1,2 and down regulates the expression of the IRGpIIb/IIIa receptor.³

1 Buchanan, M.R., Haas, T.A., Lagarde, M., et al. 13-Hydroxyoctadecadienoic acid is the vessel wall chemorepellant factor, LOX. J Biol Chem 260 16056-16059 (1985).

2 Honn, K.V., Nelson, K.K., Renaud, C., et al. Fatty acid modulation of tumor cell adhesion to microvessel endothelium and experimental metastasis. Prostaglandins 44 413-429 (1992).

3 Grossi, I.M., Fitzgerald, L.A., Umbarger, L.A., et al. Bidirectional control of membrane expression and/or activation of the tumor cell IRGpIIb/IIIa receptor and tumor cell adhesion by lipoxygenase products of arachidonic acid and linoleic acid. Cancer Res 49 1029-1037 (1989).

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