An internal standard for the quantification of 11-HETE
Related Products
Unlabeled Version(s)
34500(±)11-HETE
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

(±)11-HETE-d8

Item No. 9002385

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)11-hydroxy-5Z,8Z,12E,14Z-eicosatetraenoic-5,6,8,9,11,12,14,15-d8 acid
Synonyms
  • (±)11-Hydroxyeicosatetraenoic Acid-d8
Molecular Formula
C20H24D8O3
Formula Weight
328.5
Purity
≥99% deuterated forms (d1-d8)
Formulation
A 100 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
234 nm
SMILES
OC(/C([2H])=C/C([2H])=C([2H])\CCCCC)([2H])C/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6-,10-7-,14-11-,16-13+/i6D,7D,9D,10D,11D,14D,16D,19D
InChi Key
GCZRCCHPLVMMJE-HSABKICUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

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.

Download most recent Certificate of Analysis for this product

    25 µg

    $161

    Add

    50 µg

    $306

    Add

    100 µg

    $578

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    (±)11-HETE-d8 is intended for use as an internal standard for the quantification of 11-HETE by GC- or LC-MS. (±)11-HETE is formed non-enzymatically from arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607).1,2 11(R)-HETE is formed from arachidonic acid by COX-1, COX-2, and aspirin-acetylated COX-2.3,4 11(R)- and 11(S)-HETE are formed from arachidonic acid via cytochrome P450 (CYP), with 11(R)-HETE formed at a higher ratio than 11(S)-HETE.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Powell, W.S., and Rokach, J. Biosynthesis, biological effects, and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid. Biochim. Biophys. Acta 1851(4), 340-355 (2014).

    2. Derogis, P.B.M.C., Chaves-Filho, A.B., and Miyamoto, S. Characterization of hydroxy and hydroperoxy polyunsaturated fatty acids by mass spectrometry. Bioactive lipids in health and disease 21-38 (2019).

    3. Thuresson, E.D., Lakkides, K.M., and Smith, W.L. Different catalytically competent arrangements of arachidonic acid within the cyclooxygenase active site of prostaglandin endoperoxide H synthase-1 lead to the formation of different oxygenated products. The Journal of Biological Chemisty 275(12), 8501-8507 (2000).

    4. Xiao, G., Tsai, A.l., Palmer, G., et al. Analysis of hydroperoxide-induced tyrosyl radicals and lipoxygenase activity in aspirin-treated human prostaglandin H synthase-2. Biochemistry 36(7), 1836-1845 (1997).

    5. Capdevila, J., Yadagiri, P., Manna, S., et al. Absolute configuration of the hydroxyeicosatetraenoic acids (HETEs) formed during catalytic oxygenation of arachidonic acid by microsomal cytochrome P-450. Biochem. Biophys. Res. Commun. 141(3), 1007-1011 (1986).