Docosahexaenoic acid (22:6, n-3) is metabolized to lipoxygenase reaction products in the retina
Abstract
Docosahexaenoic acid (22:6, n-3), a major component of retinal phospholipids, is a substrate for active lipoxygenation in intact canine retinas incubated in vitro with [U-14C]docosahexaenoic acid. The major lipoxygenase reaction product was identified by high performance liquid chromatography and gas chromatography-mass spectrometry as 11-hydroxy-4,7,9-(trans)13,16,19 docosahexaenoic acid. Other mono- and di-hydroxy derivatives also were detected. The synthesis of these compounds was inhibited by the antioxidant and lipoxygenase inhibitor, nordihydroguaiaretic acid, but was not inhibited by indomethacin or esculetin.
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DHA amounts to more than 50% of outer segment phospholipid fatty acyl chains, and DHA-containing phospholipids in the retina and other cells are reservoirs for docosanoids.
“DHA then ends up amounting to more than 50% of OS phospholipid fatty acyl chains and therefore DHA-containing phospholipids in the retina and other cells are reservoirs for docosanoids (Bazan et al., 1984; Mukherjee et al., 2004).”
From Docosanoids and elovanoids from omega-3 fatty acids are pro-homeostatic modulators of inflammatory responses, cell damage and neuroprotection (2018) · cites this paper as Bazan et al., 1984
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- Authors
- Bazan, N. G., Birkle, D. L., & Reddy, T. S.
- Affiliations
- Louisiana State University (US)
- Corresponding author
- Bazan, Nicolas G.
- ORCID
- Bazan, Nicolas G.
- Venue
- Biochemical and Biophysical Research Communications
- Publisher
- Elsevier BV
- Published
- 1984-12
- Volume
- 125
- Issue
- 2
- Pages
- 741-747
- ISSN
- 0006-291X (ISSN-L)
- OpenAlex
- W1991569123
- Cited by
- 107
- References
- 21
- Citations by year
- 2025: 1 · 2020: 4 · 2018: 2 · 2017: 3 · 2016: 1 · 2015: 1 · 2014: 1 · 2013: 5 · 2012: 3
- FWCI
- 6.42
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Biochemical and Biophysical Research Communications (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Health Sciences › Nursing › Nutrition and Dietetics › Fatty Acid Research and Health
- Health Sciences › Medicine › Biochemistry › Antioxidant Activity and Oxidative Stress
- Health Sciences › Medicine › Ophthalmology › Retinal Diseases and Treatments
- Keywords
- docosahexaenoic acid, lipoxygenase, retina, polyunsaturated fatty acid metabolism, hydroxy fatty acids, nordihydroguaiaretic acid, lipoxygenase inhibition, antioxidant inhibition, canine retina
- MeSH terms
- Animals, Carbon Radioisotopes, Catechols, Chromatography, High Pressure Liquid, Docosahexaenoic Acids, Dogs, Fatty Acids, Unsaturated, Indomethacin, Lipoxygenase, Masoprocol, Retina, Mass Spectrometry, Umbelliferones
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