Dihomo-γ-Linolenic Acid

Cayman Chemical Item Number 90230

cis-8,11,14-Eicosatrienoic acid; γ-​Homolinolenic acid; DGLA (CAS 1783-84-2)

Dihomo-γ-Linolenic Acid (CAS 1783-84-2)

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Description

Dihomo-γ-Linolenic Acid (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, including PGE1.1,2 In mice, DGLA supplementation in the diet can reduce atopic dermatitis and atherosclerosis.3,4

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 365 489-496 (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 Atheroscer Thromb 16(4) 480-489 (2009).

Synonyms
  • cis-8,11,14-Eicosatrienoic acid
  • γ-​Homolinolenic acid
  • DGLA
Formal Name 8Z,​11Z,​14Z-​eicosatrienoic acid
CAS Number 1783-84-2
Molecular Formula C20H34O2
Formula Weight 306.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)​O
InCHI Code
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​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-
InCHI Key
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HOBAELRKJCKHQD-QNEBEIHSSA-N

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Dihomo-γ-Linolenic Acid is available in the following screening libraries:

Size Price Quantity Subtotal
10 mg $25.00 $0.00
50 mg $75.00 $0.00
100 mg $95.00 $0.00
500 mg $438.00 $0.00
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Pricing updated 2014-04-20. Prices are subject to change without notice.

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