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13(S)-HODE-d4

Cayman Chemical Item Number 338610

(CAS 139408-39-2)

13(S)-HODE-d4 (CAS 139408-39-2)

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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).

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 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@H]​(O)​\C=C\C=C\CCCCCCCC(=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 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

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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.

Related Products

13(S)-HODE
13(S)-HODE methyl ester

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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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