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Linoleic Acid-d4 Exclusive

Cayman Chemical Item Number 390150

(CAS 79050-23-0)

Linoleic Acid-d4 (CAS 79050-23-0)

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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).

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 forms (d1-d4)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\CCCCCCCC(=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 Price Quantity Subtotal
1 mg $56.00 $0.00
5 mg $252.00 $0.00
10 mg $448.00 $0.00
25 mg $980.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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