506-26-3 Usage
Description
Different sources of media describe the Description of 506-26-3 differently. You can refer to the following data:
1. γ-Linolenic acid (gamma-linolenic acid or GLA, INN and USAN gamolenic acid) is a fatty acid found primarily in vegetable oils. It is sold as a dietary supplement for treating problems with inflammation and auto-immune diseases, although its efficacy is disputed.
2. γ-Linolenic acid (GLA) is an ω-6 fatty acid which can be elongated to arachidonic acid for endogenous eicosanoid synthesis. It is a weak LTB4 receptor antagonist, inhibiting [3H]-LTB4 binding to porcine neutrophil membranes with a Ki of 1 μM. GLA produces 53% inhibition at a 1 mg/kg dose in an in vivo model of LTB4-induced bronchoconstriction.
Chemical Properties
GLA is categorized as an n?6 (also called ω?6 or omega-6) fatty acid, meaning that the first double bond on the methyl end (designated with n or ω) is the sixth bond. In physiological literature, GLA is designated as 18:3 (n?6). GLA is a carboxylic acid with an 18-carbon chain and three cis double bonds. It is an isomer of α-linolenic acid, which is a polyunsaturated n?3 (omega-3) fatty acid, found in rapeseed canola oil, soy beans, walnuts, flax seed (linseed oil), perilla, chia, and hemp seed.
Occurrence
GLA is obtained from vegetable oils such as GLA safflower oil (Carthamus tinctorius), evening primrose (Oenothera biennis) oil, blackcurrant seed oil, borage oil, and hemp seed oil. GLA is also found in edible hemp seeds, oats, barley, and spirulina. Each contains varying amounts of the fatty acid, with GLA safflower oil at 40% GLA being a novel concentrated form. This is a new genetically modified oil and has been available in commercial quantities since 2011. It should be noted that conventional safflower oils have zero GLA. Borage oil ranges from 15 % to 20 % and evening primrose oil ranges from 8 % to 10 % GLA. The human body produces GLA from linoleic acid (LA). This reaction is catalyzed by Δ6 - desaturase (D6D), an enzyme that allows the creation of a double bond on the sixth carbon counting from the carboxyl terminus. LA is consumed sufficiently in most diets, from such abundant sources as cooking oils and meats. However, a lack of GLA can occur when there is a reduction of the efficiency of the D6D conversion (for instance, as people grow older or when there are specific dietary deficiencies) or in disease states wherein there is excessive consumption of GLA metabolites.
History
GLA was first isolated from the seed oil of evening primrose. This herbal plant was grown by Native Americans to treat swelling in the body. In the 17th century, it was introduced to Europe and became a popular folk remedy, earning the name king's cure-all. in 1919, Heiduschka and Lüft extracted the oil from evening primrose seeds and described an unusual linolenic acid, which they name γ-. Later, the exact chemical structure was characterized by Riley. Although there are α- and γ- forms of linolenic acid, there is no β- form. One was once identified, but it turned out to be an artifact of the original analytical process.
Uses
Different sources of media describe the Uses of 506-26-3 differently. You can refer to the following data:
1. γ-Linolenic Acid is a fatty acid found mainly in vegetable oil. Studies suggest that γ-Linolenic Acid may have immune regulating and anti-inflammatory effects. γ-Linolenic Acid has also been used in the treatment of atopic eczeme although its efficacy is
2. γ-linolenic acid has been used as an analytical standard in gas chromatography. It may be used in nutritional studies regarding weight regain and as a possible tumor suppression agent. γ-linolenic acid is used in studies on the mechanisms and prevention of oxidation/peroxidation of unsaturated fatty acids.
Definition
ChEBI: A C18, omega-6 acid fatty acid comprising a linolenic acid having cis- double bonds at positions 6, 9 and 12.
Biochem/physiol Actions
Gamma-linolenate (C18:6,9,12) differs from α-linolenate (C18:9,12,15) in the positions of the double bonds.
references
[1] yagaloff k a, franco l, simko b, et al. essential fatty acids are antagonists of the leukotriene b4 receptor[j]. prostaglandins, leukotrienes and essential fatty acids, 1995, 52(5): 293-297.[2] crooks s w, stockley r a. leukotriene b4[j]. the international journal of biochemistry & cell biology, 1998, 30(2): 173-178.[3] tasset-cuevas i, fernández-bedmar z, lozano-baena m d, et al. protective effect of borage seed oil and gamma linolenic acid on dna: in vivo and in vitro studies[j]. plos one, 2013, 8(2): e56986.[4] jamal g a, carmichael h. the effect of γ‐linolenic acid on human diabetic peripheral neuropathy: a double‐blind placebo‐controlled trial[j]. diabetic medicine, 1990, 7(4): 319-323.[5] andreassi m, forleo p, dilohjo a, et al. efficacy of γ-linolenic acid in the treatment of patients with atopic dermatitis[j]. journal of international medical research, 1997, 25(5): 266-274.
Check Digit Verification of cas no
The CAS Registry Mumber 506-26-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 6 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 506-26:
(5*5)+(4*0)+(3*6)+(2*2)+(1*6)=53
53 % 10 = 3
So 506-26-3 is a valid CAS Registry Number.
InChI:InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-
506-26-3Relevant articles and documents
PROCESS FOR INCREASING THE STABILITY OF A COMPOSITION COMPRISING POLYUNSATURATED OMEGA-6 FATTY ACIDS
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Page/Page column 15; 16, (2016/07/27)
The present invention relates to processes for increasing the stability of compositions comprising polyunsaturated omega-6 fatty acids against oxidation. The processes comprise the following steps: (i) providing a starting composition comprising at least one polyunsaturated omega-6 fatty acid component; (ii) providing a lysine composition; (iii) admixing aqueous, aqueous-alcoholic or alcoholic solutions of starting composition and lysine composition, and subjecting resulting admixture to spray drying conditions subsequently, thus forming a solid product composition comprising at least one salt of a cation derived from lysine with an anion derived from a polyunsaturated omega-6 fatty acid; the product composition exhibiting a solvent content SC selected from the following: SC 5 wt%, SC 3 wt%, SC 1 wt%, SC 0.5 wt%. Compositions obtainable by such spray drying processes and use of such compositions for the manufacture of food, nutritional and pharmaceutical products are further comprised by the present invention.
SOYBEAN VARIETY A1024175
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Page/Page column, (2013/03/26)
The invention relates to the soybean variety designated A1024175. Provided by the invention are the seeds, plants and derivatives of the soybean variety A1024175. Also provided by the invention are tissue cultures of the soybean variety A1024175 and the plants regenerated therefrom. Still further provided by the invention are methods for producing soybean plants by crossing the soybean variety A1024175 with itself or another soybean variety and plants produced by such methods.
SOYBEAN VARIETY A1025921
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Page/Page column, (2013/03/26)
The invention relates to the soybean variety designated A1025921. Provided by the invention are the seeds, plants and derivatives of the soybean variety A1025921. Also provided by the invention are tissue cultures of the soybean variety A1025921 and the plants regenerated therefrom. Still further provided by the invention are methods for producing soybean plants by crossing the soybean variety A1025921 with itself or another soybean variety and plants produced by such methods.
