| References |
| Formal Name |
9Z,12Z-octadecadienoic-9,10,12,13-d4 acid |
| CAS Number |
79050-23-0 |
| Molecular Formula |
C18H28D4O2 |
| Formula Weight |
284.5 |
| Formulation |
A solution in methyl acetate |
| Purity |
≥99% deuterated product |
| Stability |
1 year |
| Storage |
-20°C |
| Shipping |
Wet ice
in continental US; may vary elsewhere
|
| SMILES |
CCCCC/C=CC/C=CCCCCCCCC(=O)O
|
Background Reading
Hashimoto, A., Katagiri, M., Torii, S., et al. Effect of the dietary α-linolenate/linoleate balance on leukotriene production and histamine release in rats. Prostaglandins 36 3-15 (1988).
Soyland, E., Fund, J., Rajka, G., et al. Effect of dietary supplementation with very-long-chain n-3 fatty acids in patients with psoriasis. N Engl J Med 328 1812-1816 (1993).
Laneuville, O., Breuer, D.K., Xu, N., et al. Fatty acid substrate specificities of human prostaglandin-endoperoxide H synthase-1 and -2. Formation of 12-hydroxy-(9Z,13E/Z,15Z)-octadecatrienoic acids from α-linolenic acid. J Biol Chem 270 19330-19336 (1995).
| Size |
Global Purchasing |
| 1 mg |
|
| 5 mg |
|
| 10 mg |
|
| 25 mg |
|
Description
Linoleic acid-d4 contains four deuterium atoms at the 9, 10, 12, and 13 positions. It is intended for use as an internal standard for the of linoleic acid by GC- or LC-mass spectrometry. Linoleic acid is a polyunsaturated fatty acid (PUFA) found in plant tissues and most cooking oils. Deficiencies in the essential fatty acid linoleic acid are linked to coronary heart disease, growth retardation, and allergies.1,2 Linoleic acid can be metabolized by prostaglandin H synthases (PGHS) to form 9- and 13-HODE.3 The Km is 12 µM for human PGHS-1 and 27 µM for PGHS-2.3
1
Hashimoto, A., Katagiri, M., Torii, S., et al. Effect of the dietary α-linolenate/linoleate balance on leukotriene production and histamine release in rats. Prostaglandins 36 3-15 (1988).
2
Laneuville, O., Breuer, D.K., Xu, N., et al. Fatty acid substrate specificities of human prostaglandin-endoperoxide H synthase-1 and -2. Formation of 12-hydroxy-(9Z,13E/Z,15Z)-octadecatrienoic acids from α-linolenic acid. J Biol Chem 270 19330-19336 (1995).
3
Soyland, E., Fund, J., Rajka, G., et al. Effect of dietary supplementation with very-long-chain n-3 fatty acids in patients with psoriasis. N Engl J Med 328 1812-1816 (1993).
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