An internal standard for the quantification of DGLA
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Unlabeled Version(s)
90230Dihomo-γ-Linolenic Acid
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Dihomo-γ-Linolenic Acid-d6

Item No. 10458

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8Z,11Z,14Z-eicosatrienoic-8,9,11,12,14,15-d6 acid
CAS Number
81540-86-5
Synonyms
  • DGLA-d6
  • FA 20:3-d6
Molecular Formula
C20H28D6O2
Formula Weight
312.5
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
0.15 M Tris-HCl pH 8.5: 1 mg/mlDMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 100 µg/ml
SMILES
[2H]/C(CCCCCCC(O)=O)=C([2H])/C/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCCC
InChi Code
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-/i6D,7D,9D,10D,12D,13D
InChi Key
HOBAELRKJCKHQD-JALKMEHMSA-N
Side Chain Carbon Sum
20:3
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    Dihomo-γ-Linolenic Acid-d6 (DGLA-d6) is intended for use as an internal standard for the quantification of DGLA (Item No. 90230) by GC- or LC-MS. DGLA (20:3), an elongation product of γ-linolenic acid (18:3), is rapidly metabolized by fatty acid desaturases to produce arachidonic acid (20:4). DGLA is metabolized through the cyclooxygenase pathway to produce 1-series prostaglandins, (PGs), including PGE1.1,2 In mice, DGLA supplementation in the diet can reduce atopic dermatitis and atherosclerosis.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bell, J.G., Tocher, D.R., and Sargent, J.R. Effect of supplementation with 20:3(n-3), 20:4(n-6) and 20:5(n-3) on the production of prostaglandins E and F of the 1-, 2- and 3-series in turbot (Scophthalmus maximus) brain astroglial cells in primary culture. Biochim. Biophys. Acta 1211, 335-342 (1994).

    2. Levin, G., Duffin, K.L., Obukowicz, M.G., et al. Differential metabolism of dihomo-γ-linolenic acid and arachidonic acid by cyclo-oxygenase-1 and cyclo-oxygenase-2: Implications for cellular synthesis of prostaglandin E1 and prostaglandin E2. Biochem. J. 365(Pt 2), 489-496 (2002).

    3. Kawashima, H., Tateishi, N., Shiraishi, A., et al. Oral administration of dihomo-γ-linolenic acid prevents development of atopic dermatitis in NC/Nga mice. Lipids 43(1), 37-43 (2007).

    4. Takai, S., Jin, D., Kawashima, H., et al. Anti-atherosclerotic effects of dihomo-γ-linolenic acid in ApoE-deficient mice. J. Atheroscler. Thromb. 16(4), 480-489 (2009).