An internal standard for the quantification of 9-HODE
Related Products
Alternative(s)
311609(S)-HODE-13C18
Unlabeled Version(s)
384109(S)-HODE
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9(S)-HODE-d4

Item No. 338410

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9S-hydroxy-10E,12Z-octadecadienoic-9,10,12,13-d4 acid
CAS Number
890955-25-6
Molecular Formula
C18H28D4O3
Formula Weight
300.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
λmax
234 nm
SMILES
CCCCC/C([2H])=C([2H])\C=C([2H])\[C@@]([2H])(O)CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1/i6D,8D,14D,17D
InChi Key
NPDSHTNEKLQQIJ-VKLCZNAWSA-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

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    25 µg

    $161

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    50 µg

    $306

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    100 µg

    $578

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    Product Description

    9(S)-HODE-d4 is intended for use as an internal standard for the quantification of 9-HODE by GC- or LC-MS. (±)-9-HODE is formed via non-enzymatic oxidation of linoleic acid (Item Nos. 90150 | 90150.1 | 21909).1 9(S)-HODE and 9(R)-HODE are formed by lipoxygenase- and cyclooxygenase-mediated oxidation of linoleic acid, respectively.2,3,4

    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. 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(3), 274-281 (1989).

    3. Kühn, H., Belkner, J., and Wiesner, R. Subcellular distribution of lipoxygenase products in rabbit reticulocyte membranes. Eur. J. Biochem. 191(1), 221-227 (1990).

    4. Godessart, N., Camacho, M., López-Belmonte, J., et al. Prostaglandin H-synthase-2 is the main enzyme involved in the biosynthesis of octadecanoids from linoleic acid in human dermal fibroblasts stimulated with interleukin-1β. J. Invest. Dermatol. 107(5), 726-732 (1996).

    Product Citations

    Wu, Z., Xiao, H., Rao, D., et al. Analytical strategy for oxylipin annotation by combining chemical derivatization-based retention index algorithm and feature tandem mass spectrometric fragmentation as a biomarker discovery tool. Anal. Chem. 95(43), 15933-15942 (2023).