An internal standard for the quantification of linoleic acid
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Linoleic Acid-d4

Item No. 390150

Technical Information
Formal Name
9Z,12Z-octadecadienoic-9,10,12,13-d4 acid
CAS Number
79050-23-0
Synonyms
  • C18:2(9Z,12Z)-d4
  • C18:2 n-6-d4
  • FA 18:2-d4
  • 9,12-Octadecadienoic Acid-d4
  • Telfairic Acid-d4
Molecular Formula
C18H28D4O2
Formula Weight
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 5 mg/ml solution in methyl acetate
0.15 M Tris-HCl pH 8.5: >1 mg/ml (from Oleic Acid)DMF: >100 mg/ml (from Oleic Acid)DMSO: >100 mg/ml (from Oleic Acid)Ethanol: >100 mg/ml (from Oleic Acid)PBS pH 7.2: <100 µg/ml (from Oleic Acid)
SMILES
CCCCC/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-/i6D,7D,9D,10D
InChi Key
OYHQOLUKZRVURQ-GPTDOFLBSA-N
Side Chain Carbon Sum
18:2
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Linoleic acid-d4 is intended for use as an internal standard for the quantification of linoleic acid (Item Nos. 90150 | 90150.1 | 21909) by GC- or LC-MS. Linoleic acid is an essential ω-6 polyunsaturated fatty acid (PUFA).1 It is the most abundant PUFA in a variety of foods, and dietary sources of linoleic acid include vegetable oils, meats, nuts, seeds, and eggs. Linoleic acid (30 μM) increases migration of IEC-6 rat intestinal epithelial cells in a wound healing assay.2 Rats fed a linoleate-deficient diet exhibit decreased body weight and an increased ratio of eicosatrienoate to arachidonate in liver and serum phospholipids compared with rats fed a control diet, as well as mild scaling of forepaw skin.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Whelan, J., and Fritsche, K. Linoleic acid. Adv. Nutr. 4(3), 311-312 (2013).

    2. Ruthig, D.J., and Meckling-Gill, K.A. Both (n-3) and (n-6) fatty acids stimulate wound healing in the rat intestinal epithelial cell line, IEC-6. J. Nutr. 129(10), 1791-1798 (1999).

    3. Cunnane, S.C., and Anderson, M.J. Pure linoleate deficiency in the rat: Influence on growth, accumulation of n-6 polyunsaturates, and [1-14C]linoleate oxidation. J. Lipid Res. 38(4), 805-812 (1997).