An internal standard for the quantification of 13-HODE
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Unlabeled Version(s)
3861013(S)-HODE
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13(S)-HODE-d4

Item No. 338610

Technical Information
Formal Name
13S-hydroxy-9Z,11E-octadecadienoic-9,10,12,13-d4 acid
CAS Number
139408-39-2
Molecular Formula
C18H28D4O3
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in acetonitrile
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
λmax
234 nm
SMILES
CCCCC[C@@](O)([2H])/C([2H])=C/C([2H])=C([2H])\CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1/i7D,9D,15D,17D
InChi Key
HNICUWMFWZBIFP-QEYKCUBVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    13(S)-HODE-d4 is intended for use as an internal standard for the quantification of 13-HODE by GC- or LC-MS. (±)-13-HODE is formed via non-enzymatic oxidation of linoleic acid (Item Nos. 90150 | 90150.1 | 21909).1 13(S)-HODE and 13(R)-HODE are formed by lipoxygenase- and cyclooxygenase-mediated oxidation of linoleic acid, respectively.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Spiteller, P., and Spiteller, G. 9-Hydroxy-10,12-octadecadienoic acid (9-HODE) and 13-hydroxy-9,11-octadecadienoic acid (13-HODE): Excellent markers for lipid peroxidation. Chem. Phys. Lipids 89(2), 131-139 (1997).

    2. Baer, A.N., Costello, P.B., and Green, F.A. Stereospecificity of the hydroxyeicosatetraenoic and hydroxyoctadecadienoic acids produced by cultured bovine endothelial cells. Biochim. Biophys. Acta 1085(1), 45-52 (1991).

    Product Citations

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et alLipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).

    Meriwether, D., Sulaiman, D., Volpe, C., et alApolipoprotein A-I mimetics mitigate intestinal inflammation in COX2-dependent inflammatory bowel disease model. J. Clin. Invest. 130, 3670-3685 (2019).