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stearidonic acid
moroctic acid

Supplier Sponsors

CAS Number: 20290-75-9Picture of molecule3D/inchi
Other(deleted CASRN):111174-40-4
FDA UNII: P4CEK3495O
Beilstein Number:1712973
MDL:MFCD00216036
XlogP3-AA:5.20 (est)
Molecular Weight:276.41956000
Formula:C18 H28 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 283 Stearidonic acid soybean oil View - notice PDF
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 382.50 °C. @ 760.00 mm Hg (est)
Flash Point: 535.00 °F. TCC ( 279.40 °C. ) (est)
logP (o/w): 5.890 (est)
Soluble in:
 water, 0.03717 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
6,9,12,15-Octadecatetraenoic acid 95%
Odor: characteristic
Use: A 18-carbon, ?-3 fatty acid which is a dietary precursor to eicosapentaenoic acid (EPA) and docosahexaenoic acid (DH
Sigma-Aldrich: Sigma
For experimental / research use only.
Stearidonic Acid ≥99%
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for stearidonic acid usage levels up to:
 not for fragrance use.
 
Recommendation for stearidonic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5312508
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
Chemidplus:0020290759
 
References:
 (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5312508
Pubchem (sid):135154958
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C16300
HMDB (The Human Metabolome Database):HMDB06547
FooDB:FDB002942
FDA Listing of Food Additive Status:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cabbage savoy cabbage
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 currant black currant seed oil
Search Trop Picture
 fish oils
Search PMC Picture
 
Synonyms:
 moroctic acid
(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoic acid
all-cis-octadeca-6,9,12,15-tetraenoic acid
(6Z,9Z,12Z,15Z)-6,9,12,15-octadecatetraenoic acid
6Z,9Z,12Z,15Z-octadecatetraenoic acid
6,9,12,15-octadecatetraenoic acid, (6Z,9Z,12Z,15Z)-
 

Articles:

PubMed:Heterologous Reconstitution of Omega-3 Polyunsaturated Fatty Acids in Arabidopsis.
PubMed:Lipids and Composition of Fatty Acids of Saccharina latissima Cultivated Year-Round in Integrated Multi-Trophic Aquaculture.
PubMed:Preparation of Highly Purified Stearidonic Acid from Echium Oil via an Enzymatic Method Combined with Preparative High Performance Liquid Chromatography.
PubMed:Validation of endogenous reference genes in Buglossoides arvensis for normalizing RT-qPCR-based gene expression data.
PubMed:Lipid-Encapsulated Echium Oil (Echium plantagineum) Increases the Content of Stearidonic Acid in Plasma Lipid Fractions and Milk Fat of Dairy Cows.
PubMed:Stearidonic acid, a plant-based dietary fatty acid, enhances the chemosensitivity of canine lymphoid tumor cells.
PubMed:Antioxidant activity of phenolic compounds added to a functional emulsion containing omega-3 fatty acids and plant sterol esters.
PubMed:Physico-chemical properties of Tecoma stans Linn. seed oil: a new crop for vegetable oil.
PubMed:Feeding laying hens stearidonic acid-enriched soybean oil, as compared to flaxseed oil, more efficiently enriches eggs with very long-chain n-3 polyunsaturated fatty acids.
PubMed:Oxidative stability of structured lipid-based infant formula emulsion: effect of antioxidants.
PubMed:Development and Characterization of Somatic Hybrids of Ulva reticulata Forsskål (×) Monostroma oxyspermum (Kutz.)Doty.
PubMed:Proinflammatory effects of arachidonic acid in a lipopolysaccharide-induced inflammatory microenvironment in 3T3-L1 adipocytes in vitro.
PubMed:Flowering dynamics and pollinator visitation of oilseed echium (Echium plantagineum).
PubMed:Stearidonic acid-enriched flax oil reduces the growth of human breast cancer in vitro and in vivo.
PubMed:Relationship between cannabinoids content and composition of fatty acids in hempseed oils.
PubMed:Echium oil is not protective against weight loss in head and neck cancer patients undergoing curative radio(chemo)therapy: a randomised-controlled trial.
PubMed:Effects of stearidonic acid on serum triacylglycerol concentrations in overweight and obese subjects: a randomized controlled trial.
PubMed:First use of the WAVE™ disposable rocking bioreactor for enhanced bioproduct synthesis by N2 -fixing cyanobacteria.
PubMed:Benefits of foods supplemented with vegetable oils rich in α-linolenic, stearidonic or docosahexaenoic acid in hypertriglyceridemic subjects: a double-blind, randomized, controlled trail.
PubMed:Novel elongase of Pythium sp. with high specificity on Δ(6)-18C desaturated fatty acids.
PubMed:Prevalence and mechanism of polyunsaturated aldehydes production in the green tide forming macroalgal genus Ulva (Ulvales, Chlorophyta).
PubMed:Effects of long chain fatty acid synthesis and associated gene expression in microalga Tetraselmis sp.
PubMed:Achieving optimal n-3 fatty acid status: the vegetarian's challenge... or not.
PubMed:Opportunities to enhance alternative sources of long-chain n-3 fatty acids within the diet.
PubMed:DHA-containing oilseed: a timely solution for the sustainability issues surrounding fish oil sources of the health-benefitting long-chain omega-3 oils.
PubMed:Pancreatic lipase selectively hydrolyses DPA over EPA and DHA due to location of double bonds in the fatty acid rather than regioselectivity.
PubMed:Baseline plasma fatty acids profile and incident cardiovascular events in the SU.FOL.OM3 trial: the evidence revisited.
PubMed:Transgenic expression of delta-6 and delta-15 fatty acid desaturases enhances omega-3 polyunsaturated fatty acid accumulation in Synechocystis sp. PCC6803.
PubMed:Dietary echium oil increases long-chain n-3 PUFAs, including docosapentaenoic acid, in blood fractions and alters biochemical markers for cardiovascular disease independently of age, sex, and metabolic syndrome.
PubMed:Identification and functional characterization of genes encoding omega-3 polyunsaturated fatty acid biosynthetic activities from unicellular microalgae.
PubMed:Survey of the total fatty acid and triacylglycerol composition and content of 30 duckweed species and cloning of a Δ6-desaturase responsible for the production of γ-linolenic and stearidonic acids in Lemna gibba.
PubMed:Altering n-3 to n-6 polyunsaturated fatty acid ratios affects prostaglandin production by ovine uterine endometrium.
PubMed:Adipose tissue fatty acid composition and colon cancer: a case-control study.
PubMed:Effect of stearidonic acid-enriched soybean oil on fatty acid profile and metabolic parameters in lean and obese Zucker rats.
PubMed:Isolation and functional characterization of a delta 6-desaturase gene from the pike eel (Muraenesox cinereus).
PubMed:Impact of botanical oils on polyunsaturated fatty acid metabolism and leukotriene generation in mild asthmatics.
PubMed:Functional characterization of polyunsaturated fatty acid delta 6-desaturase and elongase genes from the black seabream (Acanthopagrus schlegelii).
PubMed:Immunomodulatory and therapeutic effects of Hot-nature diet and co-supplemented hemp seed, evening primrose oils intervention in multiple sclerosis patients.
PubMed:High lipid productivity of an Ankistrodesmus-Rhizobium artificial consortium.
PubMed:Increase in stearidonic acid by increasing the supply of histidine to oleaginous Saccharomyces cerevisiae.
PubMed:Consumption of stearidonic acid-rich oil in foods increases red blood cell eicosapentaenoic acid.
PubMed:Characterisation and optimisation of physical and oxidative stability of structured lipid-based infant formula emulsion: effects of emulsifiers and biopolymer thickeners.
PubMed:Long-chain polyunsaturated fatty acids may mutually benefit both obesity and osteoporosis.
PubMed:Stearidonic and γ-linolenic acids in echium oil improves glucose disposal in insulin resistant monkeys.
PubMed:Echium oil and linseed oil as alternatives for fish oil in the maternal diet: Blood fatty acid profiles and oxidative status of sows and piglets.
PubMed:Alternative sources of omega-3 fats: can we find a sustainable substitute for fish?
PubMed:Effect of metformin on the urinary metabolites of diet-induced-obese mice studied by ultra performance liquid chromatography coupled to time-of-flight mass spectrometry (UPLC-TOF/MS).
PubMed:Effect of Echium oil compared with marine oils on lipid profile and inhibition of hepatic steatosis in LDLr knockout mice.
PubMed:Dietary omega-3 PUFA and health: stearidonic acid-containing seed oils as effective and sustainable alternatives to traditional marine oils.
PubMed:Variation in the fatty-acid content in seeds of various black, red, and white currant varieties.
PubMed:Acyl migration evaluation in monoacylglycerols from Echium plantagineum seed oil and Marinol.
PubMed:Identification of a fatty acid ∆(6)-desaturase gene from the eicosapentaenoic acid-producing fungus Pythium splendens RBB-5.
PubMed:Identification of tocopherols, tocotrienols, and their fatty acid esters in residues and distillates of structured lipids purified by short-path distillation.
PubMed:Influences of stearidonic acid-enriched soybean oil on the blood and organ biochemical parameters in rats.
PubMed:Stearidonic acid as a supplemental source of ω-3 polyunsaturated fatty acids to enhance status for improved human health.
PubMed:Erythrocyte stearidonic acid and other n-3 fatty acids and CHD in the Physicians' Health Study.
PubMed:Production of trans-free margarine with stearidonic acid soybean and high-stearate soybean oils-based structured lipid.
PubMed:The modification of plant oil composition via metabolic engineering--better nutrition by design.
PubMed:The role of mediastinal adipose tissue 11β-hydroxysteroid d ehydrogenase type 1 and glucocorticoid expression in the development of coronary atherosclerosis in obese patients with ischemic heart disease.
PubMed:Stearidonic acid acts in synergism with amphotericin B in inhibiting Candida albicans and Candida dubliniensis biofilms in vitro.
PubMed:Searching for health beneficial n-3 and n-6 fatty acids in plant seeds.
PubMed:Echium oil provides no benefit over linseed oil for (n-3) long-chain PUFA biosynthesis in rainbow trout.
PubMed:Polyunsaturated fatty acids cause apoptosis in C. albicans and C. dubliniensis biofilms.
PubMed:Regioisomer separation and identification of triacylglycerols containing vaccenic and oleic acids, and α- and γ-linolenic acids, in thermophilic cyanobacteria Mastigocladus laminosus and Tolypothrix sp.
PubMed:Conclusions and recommendations from the symposium, Heart Healthy Omega-3s for Food: Stearidonic Acid (SDA) as a Sustainable Choice.
PubMed:The omega-3 fatty acid nutritional landscape: health benefits and sources.
PubMed:Stearidonic acid-enhanced soybean oil: a plant-based source of (n-3) fatty acids for foods.
PubMed:Effects of dietary stearidonic acid on biomarkers of lipid metabolism.
PubMed:Cost implications of alternative sources of (n-3) fatty acid consumption in the United States.
PubMed:Incorporation of (n-3) fatty acids in foods: challenges and opportunities.
PubMed:Mechanisms of action of (n-3) fatty acids.
PubMed:Stearidonic acid raises red blood cell membrane eicosapentaenoic acid.
PubMed:(n-3) fatty acids and cardiovascular health: are effects of EPA and DHA shared or complementary?
PubMed:Stearidonic acid: is there a role in the prevention and management of type 2 diabetes mellitus?
PubMed:Elongase reactions as control points in long-chain polyunsaturated fatty acid synthesis.
PubMed:Stearidonic acid as a 'pro-eicosapentaenoic acid'.
PubMed:The production of conjugated α-linolenic, γ-linolenic and stearidonic acids by strains of bifidobacteria and propionibacteria.
PubMed:Identification of a Δ6 fatty acid elongase gene for arachidonic acid biosynthesis localized to the endoplasmic reticulum in the green microalga Myrmecia incisa Reisigl.
PubMed:Echium oil reduces atherosclerosis in apoB100-only LDLrKO mice.
PubMed:Modifications of stearidonic acid soybean oil by enzymatic acidolysis for the production of human milk fat analogues.
PubMed:Effects of duration of treatment and dosage of eicosapentaenoic acid and stearidonic acid on red blood cell eicosapentaenoic acid content.
PubMed:Identification of C18 intermediates formed during stearidonic acid biohydrogenation by rumen microorganisms in vitro.
PubMed:Technical note: stearidonic acid metabolism by mixed ruminal microorganisms in vitro.
PubMed:When balanced for precursor fatty acid supply echium oil is not superior to linseed oil in enriching lamb tissues with long-chain n-3 PUFA.
PubMed:Characterization of stearidonic acid soybean oil enriched with palmitic acid produced by solvent-free enzymatic interesterification.
PubMed:Up-regulated desaturase and elongase gene expression promoted accumulation of polyunsaturated fatty acid (PUFA) but not long-chain PUFA in Lates calcarifer, a tropical euryhaline fish, fed a stearidonic acid- and γ-linoleic acid-enriched diet.
PubMed:Stearidonic and eicosapentaenoic acids inhibit interleukin-6 expression in ob/ob mouse adipose stem cells via Toll-like receptor-2-mediated pathways.
PubMed:Echium acanthocarpum hairy root cultures, a suitable system for polyunsaturated fatty acid studies and production.
PubMed:Stearidonic acid soybean oil enriched with palmitic acid at the sn-2 position by enzymatic interesterification for use as human milk fat analogues.
PubMed:Functional characterization of a delta 6-desaturase gene from the black seabream (Acanthopagrus schlegeli).
PubMed:Identification and functional characterisation of genes encoding the omega-3 polyunsaturated fatty acid biosynthetic pathway from the coccolithophore Emiliania huxleyi.
PubMed:Effect of feeding Atlantic salmon (Salmo salar L.) a diet enriched with stearidonic acid from parr to smolt on growth and n-3 long-chain PUFA biosynthesis.
PubMed:Separation of γ-linolenic and other polyunsaturated fatty acids from Boraginaceae via supercritical CO2.
PubMed:Molecular analysis of ∆6 desaturase and ∆6 elongase from Conidiobolus obscurus in the biosynthesis of eicosatetraenoic acid, a ω3 fatty acid with nutraceutical potentials.
PubMed:Fermentation process development of recombinant Hansenula polymorpha for gamma-linolenic acid production.
PubMed:Effect of marine polyunsaturated fatty acids on biofilm formation of Candida albicans and Candida dubliniensis.
PubMed:The effect of feeding modified soyabean oil enriched with C18 : 4 n-3 to broilers on the deposition of n-3 fatty acids in chicken meat.
PubMed:Polyunsaturated fatty acids modulate prostaglandin synthesis by ovine amnion cells in vitro.
PubMed:Dietary intake of stearidonic acid-enriched soybean oil increases the omega-3 index: randomized, double-blind clinical study of efficacy and safety.
PubMed:Effect of chemical randomization on positional distribution and stability of omega-3 oil triacylglycerols.
PubMed:Teratogenic effects of diatom metabolites on sea urchin Paracentrotus lividus embryos.
PubMed:Specific protein regions influence substrate specificity and product length in polyunsaturated fatty acid condensing enzymes.
PubMed:Reassessing the ichthyotoxin profile of cultured Prymnesium parvum (golden algae) and comparing it to samples collected from recent freshwater bloom and fish kill events in North America.
PubMed:Heterotrophic growth and nutritional aspects of the diatom Cyclotella cryptica (Bacillariophyceae): Effect of some environmental factors.
PubMed:Hot topic: Enhancing omega-3 fatty acids in milk fat of dairy cows by using stearidonic acid-enriched soybean oil from genetically modified soybeans.
PubMed:Dietary source of stearidonic acid promotes higher muscle DHA concentrations than linolenic acid in hybrid striped bass.
PubMed:Omega-3 fatty acids are oxygenated at the n-7 carbon by the lipoxygenase domain of a fusion protein in the cyanobacterium Acaryochloris marina.
PubMed:The synthesis and accumulation of stearidonic acid in transgenic plants: a novel source of 'heart-healthy' omega-3 fatty acids.
PubMed:Prostate tumor growth can be modulated by dietarily targeting the 15-lipoxygenase-1 and cyclooxygenase-2 enzymes.
PubMed:Recent trends in the advanced analysis of bioactive fatty acids.
PubMed:Improvement of Stearidonic acid production in Oleaginous Saccharomyces cerevisiae.
PubMed:Dietary omega-3 fatty acids differentially influence ova release and ovarian cyclooxygenase-1 and cyclooxygenase-2 expression in rats.
PubMed:Metabolic diversity in biohydrogenation of polyunsaturated fatty acids by lactic acid bacteria involving conjugated fatty acid production.
PubMed:n-3 Oil sources for use in aquaculture--alternatives to the unsustainable harvest of wild fish.
PubMed:Dietary stearidonic acid is a long chain (n-3) polyunsaturated fatty acid with potential health benefits.
PubMed:Gamma-linolenic and stearidonic acids are required for basal immunity in Caenorhabditis elegans through their effects on p38 MAP kinase activity.
PubMed:Increased elongase and desaturase gene expression with stearidonic acid enriched diet does not enhance long-chain (n-3) content of seawater Atlantic salmon (Salmo salar L.).
PubMed:Safety assessment of SDA soybean oil: results of a 28-day gavage study and a 90-day/one generation reproduction feeding study in rats.
PubMed:Stearidonic acid-enriched soybean oil increased the omega-3 index, an emerging cardiovascular risk marker.
PubMed:Echium oil is better than rapeseed oil in enriching poultry meat with n-3 polyunsaturated fatty acids, including eicosapentaenoic acid and docosapentaenoic acid.
PubMed:Effects of the brown seaweed Undaria pinnatifida on erythematous inflammation assessed using digital photo analysis.
PubMed:Monoepoxy octadecadienoates and monoepoxy octadecatrienoates 1: NMR spectral characterization.
PubMed:Monoepoxy octadecadienoates and monoepoxy octadecatrienoates 2: mass spectral characterization.
PubMed:Mechanisms by which botanical lipids affect inflammatory disorders.
PubMed:Echium oil reduces plasma lipids and hepatic lipogenic gene expression in apoB100-only LDL receptor knockout mice.
PubMed:Changes in the content of gamma-linolenic C18:3 (n-6) and stearidonic C18:4 (n-3) acids in developing seeds of viper's bugloss Echium vulgare L.
PubMed:Production of polyunsaturated fatty acids in transgenic plants.
PubMed:Isolation of two anti-inflammatory and one pro-inflammatory polyunsaturated fatty acids from the brown seaweed Undaria pinnatifida.
PubMed:Influence of low-dose polyunsaturated fatty acids supplementation on the inflammatory response of healthy adults.
PubMed:Stearidonic acid increases the red blood cell and heart eicosapentaenoic acid content in dogs.
PubMed:Replacement of dietary fish oil for Atlantic salmon parr (Salmo salar L.) with a stearidonic acid containing oil has no effect on omega-3 long-chain polyunsaturated fatty acid concentrations.
PubMed:Self-reported health problems in young male subjects supplementing their diet with oils rich in eicosapentaenoic, gamma-linolenic and stearidonic acids.
PubMed:Identification of Primula "front-end" desaturases with distinct n-6 or n-3 substrate preferences.
PubMed:Identification of bifunctional delta12/omega3 fatty acid desaturases for improving the ratio of omega3 to omega6 fatty acids in microbes and plants.
PubMed:Marine macroalgae as sources of polyunsaturated fatty acids.
PubMed:Co-expression of the borage Delta 6 desaturase and the Arabidopsis Delta 15 desaturase results in high accumulation of stearidonic acid in the seeds of transgenic soybean.
PubMed:Folded and unfolded conformations of the omega-3 polyunsaturated fatty acid family: ch(3)ch(2)[ch=chch(2)](b)[ch(2)](m)cooh: first principles study.
PubMed:Effect of diets enriched in Delta6 desaturated fatty acids (18:3n-6 and 18:4n-3), on growth, fatty acid composition and highly unsaturated fatty acid synthesis in two populations of Arctic charr (Salvelinus alpinus L.).
PubMed:Prostate tumor growth and recurrence can be modulated by the omega-6:omega-3 ratio in diet: athymic mouse xenograft model simulating radical prostatectomy.
PubMed:Marine macroalgae analyzed by mass spectrometry are rich sources of polyunsaturated fatty acids.
PubMed:[Progress on molecular biology of delta6-fatty acid desaturases].
PubMed:Comparison of stearidonic acid and alpha-linolenic acid on PGE2 production and COX-2 protein levels in MDA-MB-231 breast cancer cell cultures.
PubMed:Novel fatty acid elongases and their use for the reconstitution of docosahexaenoic acid biosynthesis.
PubMed:The influence of different combinations of gamma-linolenic acid, stearidonic acid and EPA on immune function in healthy young male subjects.
PubMed:Dietary echium oil increases plasma and neutrophil long-chain (n-3) fatty acids and lowers serum triacylglycerols in hypertriglyceridemic humans.
PubMed:The influence of different combinations of gamma-linolenic, stearidonic and eicosapentaenoic acids on the fatty acid composition of blood lipids and mononuclear cells in human volunteers.
PubMed:Fatty acid content and juice characteristics in black currant (Ribes nigrum L.) genotypes.
PubMed:Modification of plant lipids for human health: development of functional land-based omega-3 fatty acids.
PubMed:Lipids of the hexane extract from the roots of medicinal boraginaceous species.
PubMed:Metabolism of stearidonic acid in human subjects: comparison with the metabolism of other n-3 fatty acids.
PubMed:Comparison of the effects of dietary alpha-linolenic, stearidonic, and eicosapentaenoic acids on production of inflammatory mediators in mice.
PubMed:Genotypic variation in fatty acid content of blackcurrant seeds.
PubMed:Occurrence and characterization of oils rich in gamma-linolenic acid (III): the taxonomical value of the fatty acids in Echium (Boraginaceae).
PubMed:Purification of stearidonic acid (18:4(n-3)) and hexadecatetraenoic acid (16:4(n-3)) from algal fatty acid with lipase and medium pressure liquid chromatography.
PubMed:Cloning and functional expression of the first plant fatty acid elongase specific for Delta(6)-polyunsaturated fatty acids.
PubMed:Leaf lipids of Ribes nigrum: a plant containing 16:3, alpha-18:3, gamma-18:3 and 18:4 fatty acids.
PubMed:Discovery of an 11 (R)- and 12(S)-lipoxygenase activity in ovaries of the mussel Mytilus edulis.
PubMed:Fatty acid compositions of gonadal material and diets of the sea urchin, Psammechinus miliaris: trophic and nutritional implications.
PubMed:Highly unsaturated (n-3) fatty acids, but not alpha-linolenic, conjugated linoleic or gamma-linolenic acids, reduce tumorigenesis in Apc(Min/+) mice.
PubMed:Cloning of a human cDNA encoding a novel enzyme involved in the elongation of long-chain polyunsaturated fatty acids.
PubMed:Identification and characterization of an enzyme involved in the elongation of n-6 and n-3 polyunsaturated fatty acids.
PubMed:A bifunctional delta-fatty acyl acetylenase/desaturase from the moss Ceratodon purpureus. A new member of the cytochrome b5 superfamily.
PubMed:Occurrence and characterization of oils rich in gamma-linolenic acid Part I: Echium seeds from Macaronesia.
PubMed:The binding of arachidonic acid in the cyclooxygenase active site of mouse prostaglandin endoperoxide synthase-2 (COX-2). A putative L-shaped binding conformation utilizing the top channel region.
PubMed:Low C18 to C20 fatty acid elongase activity and limited conversion of stearidonic acid, 18:4(n-3), to eicosapentaenoic acid, 20:5(n-3), in a cell line from the turbot, Scophthalmus maximus.
PubMed:Metabolism of dietary alpha-linolenic acid vs. eicosapentaenoic acid in rat immune cell phospholipids during endotoxemia.
PubMed:Capillary supercritical fluid chromatography--atmospheric pressure chemical ionization mass spectrometry of gamma- and alpha-linolenic acid containing triacylglycerols in berry oils.
PubMed:Effect of the dietary fat type on arterial thrombosis tendency: systematic studies with a rat model.
PubMed:Stearidonic acid, an inhibitor of the 5-lipoxygenase pathway. A comparison with timnodonic and dihomogammalinolenic acid.
PubMed:Comparison of the metabolism of alpha-linolenic acid and its delta 6 desaturation product, stearidonic acid, in cultured NIH-3T3 cells.
PubMed:Comparison of the conversion rates of alpha-linolenic acid (18:3(n - 3)) and stearidonic acid (18:4(n - 3)) to longer polyunsaturated fatty acids in rats.
PubMed:Modification of liver fatty acid metabolism in mice by n-3 and n-6 delta 6-desaturase substrates and products.
PubMed:Inhibitory effect of stearidonic acid (18:4 n-3) on platelet aggregation and arachidonate oxygenation.
PubMed:Alternative lipids to usual omega 6 PUFAS: gamma-linolenic acid, alpha-linolenic acid, stearidonic acid, EPA, etc.
 
Notes:
Isol. from herring and other fish oils Stearidonic acid is an ?-3 essential fatty acid, sometimes called moroctic acid. It is biosynthesized from alpha-linolenic acid by the enzyme delta-6-desaturase. Natural sources of this fatty acid are the seed oils of hemp, blackcurrant and echium, and the cyanobacterium spirulina.; Stearidonic acid is found in dietary plant oils which are metabolized to longer-chain, more unsaturated (n-3) PUFA. These oils appear to possess hypotriglyceridemic properties typically associated with fish oils.(PMID: 15173404); ; stearidonic acid may be used as a precursor to increase the EPA content of human lipids and that combinations of gamma-linolenic acid and stearidonic acid eicosapentaenoic acid can be used to manipulate the fatty acid compositions of lipid pools in subtle ways. Such effects may offer new strategies for manipulation of cell composition in order to influence cellular responses and functions in desirable ways. (PMID: 15120716)
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