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13(S)-HODE

Catalog No.: GC19463

13(S)-HODE (13(S)-HODE), the product of 15-lipoxygenase (15-LOX) metabolism of linoleic acid, functions as the endogenous ligand to activate PPARγ.

13(S)-HODE Chemical Structure

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25µg
$80.00
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50µg
$127.00
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100µg
$174.00
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250µg
$393.00
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Sample solution is provided at 25 µL, 10mM.

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Background

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]

Reference:

[1]. Buchanan, M.R., Haas, T.A., Lagarde, M., et al. 13-Hydroxyoctadecadienoic acid is the vessel wall chemorepellant factor, LOX The Journal of Biological Chemisty 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(5), 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(4), 1029-1037 (1989).

Chemical Properties

Cas No. 29623-28-7 SDF
Chemical Name 13S-hydroxy-9Z,11E-octadecadienoic acid
Canonical SMILES CCCCC[C@H](O)/C=C/C=C\CCCCCCCC(O)=O
Formula C18H32O3 M.Wt 296.5
Solubility DMF: >50 mg/ml (per Rao Maddipati),DMSO: >50 mg/ml (per Rao Maddipati),Ethanol: >50 mg/ml (per Rao Maddipati),PBS pH 7.2: 1 mg/ml Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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