Novel ω-6 dienoic PUFA
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5(Z),14(Z)-Eicosadienoic Acid

Item No. 10010484

Technical Information
Formal Name
5Z,14Z-eicosadienoic acid
CAS Number
122055-58-7
Synonyms
  • FA 20:2
Molecular Formula
C20H36O2
Formula Weight
Purity
≥90%
A 1 mg/ml solution in ethanol
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
CCCCC/C=C\CCCCCCC/C=C\CCCC(=O)O
InChi Code
InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,15-16H,2-5,8-14,17-19H2,1H3,(H,21,22)/b7-6-,16-15-
InChi Key
ZPYAEYLYGOTGGC-OYAITDOQSA-N
Side Chain Carbon Sum
20:2
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    5(Z),14(Z)-Eicosadienoic Acid is a novel ω-6 C20:2 fatty acid. The more common 11(Z),14(Z)-eicosadienoic acid competitively inhibits inosine 5’-monophosphate dehydrogenase (Ki = 3.1 µM)1 and inhibits the binding of LTB4 to its receptor on neutrophils (Ki = 3.0 µM).2 Also, serum levels of eicosadienoic acids negatively correlate with degree of sleep disturbance.3 Eicosadienoic acids are converted by desaturases, in vivo, to eicosatrienoic acids, which are potent vasodilators. The physiological effects of 5(Z),14(Z)-eicosadienoic acid are unstudied.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mizushina, Y., Dairaku, I., Yanaka, N., et alInhibitory action of polyunsaturated fatty acids on IMP dehydrogenase. Biochimie 89(5), 581-590 (2007).

    2. Yagaloff, K.A., Franco, L., Simko, B., et alEssential fatty acids are antagonists of the leukotriene B4 receptor. Prostaglandins, Leukot. Essent. Fatty Acids 52(5), 293-297 (1995).

    3. Irmisch, G., Schläfke, D., Gierow, W., et alFatty acids and sleep in depressed inpatients. Prostaglandins, Leukot. Essent. Fatty Acids 76(1), 1-7 (2007).