Linolenic acid /

Linolenic acid /

Linolenic acid /

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Linolenic acid 463-40-1 High Cost-Effective

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  • Appearance:powder
  • Application:chemical/high quality
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Product Name: Linolenic acid
Synonyms: LINOLENSAEURE NATUERLICH*;LINOLENIC ACID, STANDARD FOR GC;alpha-Linolenicacid70%;Linolenic acid, tech., remainder linoleic acid, 90%;A-linolenic;9,12,15-Octadecatrienoic acid, (9Z,12Z,15Z)-;LINOLENICACID(FREE);LINOLENICACID,PRACTICAL
CAS: 463-40-1
MF: C18H30O2
MW: 278.43
EINECS: 207-334-8
Product Categories: Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;Biochemistry;-;Fatty Acid Derivatives & Lipids;Higher Fatty Acids & Higher Alcohols;Unsaturated Higher Fatty Acids;Glycerols;Biological and chemical
Mol File: 463-40-1.mol
Linolenic acid Structure
 
Linolenic acid Chemical Properties
Melting point  -11 °C(lit.)
Boiling point  230-232 °C1 mm Hg(lit.)
density  0.914 g/mL at 25 °C(lit.)
refractive index  n20/D 1.480(lit.)
FEMA  3380 | 9,12-OCTADECADIENOIC ACID (48%) AND 9,12,15-OCTADECATRIENOIC ACID (52%)
Fp  >230 °F
storage temp.  2-8°C
form  Liquid
color  Clear colorless to light yellow
Specific Gravity 0.91
Water Solubility  INSOLUBLE
Merck  14,5506
BRN  1727693
InChIKey DTOSIQBPPRVQHS-PDBXOOCHSA-N
CAS DataBase Reference 463-40-1(CAS DataBase Reference)
NIST Chemistry Reference 9,12,15-Octadecatrienoic acid, (Z,Z,Z)-(463-40-1)
EPA Substance Registry System 9,12,15-Octadecatrienoic acid, (9Z,12Z,15Z)-(463-40-1)
 
Safety Information
Risk Statements  36/37/38
Safety Statements  26-36-37/39
RIDADR  UN1170 - class 3 - PG 2 - Ethanol
WGK Germany  1
F  8-10-23
HS Code  29161500
MSDS Information
Provider Language
Linolenic acid English
SigmaAldrich English
ACROS English
 
Linolenic acid Usage And Synthesis
Overview The alpha-linolenic acid (ALA 18:3w) an omega-3 (n-3) fatty acid, is an essential fatty acid (EFA) that cannot be synthesized by the body and therefore must be supplied by dietary sources. ALA is abundant in certain plant foods including walnuts, rapeseed (canola), several legumes, flaxseed, and green leafy vegetables.[1] ALA is the precursor of three important longer-chain n-3 fatty acids, eicosapentaenoic acid (EPA 20:5w3), docosapentaenoic acid (DPAw3 22:5w3), and docosahexaenoic acid (DHA 22:6w3), which have vital roles in brain development and function, cardiovascular health, and inflammatory response.[2-5] Omega-3 fatty acids are incorporated into the membrane lipid bilayer in virtually all body cells and affect membrane composition, eicosanoid biosynthesis, cell signaling cascades, and gene expression[6].
Absorption and metabolism of ALA As a rule, dietary fats are absorbed very efficiently from the digestive tract, and ALA is no exception. Burdge 16 recently reported that absorption levels of ALA are 96% or more. There are several possible metabolic fates for ALA that enters the bloodstream. The body can store the fatty acids in adipose tissue, use them for acetyl-CoA or energy production through b-oxidation, synthesize other non-essential saturated or monounsaturated fatty acids (MUFA), or convert them to longer-chain n-3 polyunsaturated fatty acids (PUFA) in the liver. The activity of the desaturation/elongation pathway is of unique importance as it is responsible for the synthesis of EPA and DHA. What is presently understood concerning conversion of ALA to EPA, DPAw3, and DHA is that the first step in the pathway, addition of a fourth double bond by D 6 desaturase, is considered to be the rate-limiting step. This is followed by elongation (addition of two carbon atoms) and an additional desaturation by the enzyme D 5 desaturase, with the product being 20:5n-3 or EPA. Several possibilities have been suggested for the precise pathway for production of DHA (22:6n-3) from EPA in humans. It was assumed that the conversion of DPAw3 to DHA would be carried out by a D4 desaturase but, thus far, little or no D4 desaturase has been found. Sprecher[8] has provided evidence for elongation of 22:5w3 to 24:5w3,which is then desaturated by the rate limiting D 6 desaturase to yield a 24:6w3. Two carbons are then cleaved in the peroxisomes to yield DHA that is then exported to the reticuloendothelial system. Thus, the insertion of the last double bond in DHA production in human metabolism may be rather indirect and somewhat inefficient. There are some doubts as to the validity of the Sprecher shunt, but it provides a possible explanation for the small proportions of DHA produced and the build up of DPAw3, despite ample ALA available in foods and in body tissues.
Alpha-linolenic acid is partially converted to EPA in humans (8–20%), while conversion rates of ALA to DHA are estimated at 0.5–9%[9, 10]. The sex difference in metabolism is well known. Studies in women of reproductive age showed a substantially greater (2.5-fold) rate of conversion of ALA to EPA than that measured in healthy men. Thus, the ability to produce long-chain metabolites is gender dependent. It appears that women have a lower partitioning of ALA to b-oxidation, leaving more of it available for conversion to EPA[7, 11]. Other possible explanations include a direct effect of estrogen on conversion rates[7, 12]. Gender differences have also been observed in the conversion rates of ALA to DHA. In males it is estimated that only 0.5–4% of ALA is converted to DHA while in females the rates are thought to be as high as 9%[11, 12]. It is hypothesized that demands for DHA by the fetus during pregnancy may stimulate female physiology to more readily synthesize this fatty acid.

 

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Henan CoreyChem Co., Ltd, based on the original Zhengzhou Cote Chemical Research Institute, be brave in absorbing highly educated talents & overseas returnees; actively responded to Zhengzhou City High-tech Zone Government’s Special Care Policy, reorganized and founded in National University of Science and Technology Park, which is a high-tech, stock enterprise of high-end chemical Custom synthesis;The park was created by the People's Government of Henan Province, and proved by Ministry of Education and the National Science & Technology, taking the construction mode of "many college a park, and common development", mainly depends on Zhengzhou University and Henan University’s scientific research and talent advantage to set up Universities, scientific research institute and enterprise scientific research achievements transformation platform, to make high-tech enterprises incubate,  is the new high-tech talent gathering base, high and new technology industry enterprise radiation base, colleges and universities technological innovation base.
 
Henan Coreychem Co., Ltd, facing global High-tech pharmaceutical raw materials, high complex new type intermediates, fine chemicals custom synthesis, scale-up production and Rare chemicals trade. Corey have well-equipped machine, strong technical force and considerate marketing team service. We also have rich experience advantage in basic research, small scale process development, scale-up, industrial technology development & production and cost control.
 
Our R&D center building area is 811 square meters, with 3 contributing proffesor of technical advisor, 4 Dr., 10 masters, and 28 research staff. Our level of chemical synthesis is known to the industry. So we have accumulated rich experience in synthetic methods design and exploring the synthesis of new technology. Not only we are good in heterocyclic chemistry, chiral chemistry (asymmetric synthesis and enzyme reactions), metal organic synthesis, high throughput chemistry, also specializes in bioorganic chemistry, including nucleosides, nucleotides, sugar chemistry, peptide chemistry. R & D center has many sets of 10 liters, 20 liters, 50 liters, 100L multifunction high and low pressure reaction still, rotary evaporator, anhydrous anaerobic reaction devices, hydrogenation equipment, cryogenic process (-120 degrees) equipment, to complete mg level custom synthesis and kg level process development experiments. The Existing 600M NMR, LCMS, Fourier Infrared Spectrometer, liquid chromatography, differentialscanning calorimetry, and other advanced detection equipment areto ensure quality and efficient completion of R&D projects. So far our completed custom synthesis products is more than 5300 species, where dozens of them are non-CAS declaration products, almost including all types of organic reactions.
 
At present, in addition to our headquarters in Zhengzhou, we also have another product base in Jun County, Henan Province. This base is the attracting investment of science and technology project of Jun County govenment’s, which covers 6529 square meters. In addition to bear our own company’s 1000L-5000L pilot task, also bear the function of Henan pilot incubation service platform, In order to improve Henan and surroundings’ synthetic reaction pilot service ability and the key technology development capabilities. Base with three GMP standards workshop, a testing center, one test center,one experiment center and associatd supporting facilities, can carry out oxidation, hydrogenation (70 kg pressure), halogenated, acieration, etherification, condensation, cyclization, formatting, ammoniated, diazotization andpilot service such as azide reactions etc. In the future we will work hard to make it become the most complete production system in central China and even the whole country, the highest technical level, the strongest talent team, the most popular service scope of pilot incubation service platform.
 
Henan Coreychem co., LTD. is committed to provide cost effective chemical service to the global fine chemical industry product development agencies; we adhering to the consistent good commercial reputation, to create a highly efficient, high quality of chemical research, development, production, sales and service of integrated platform, let our customers faster, better get ideal and thoughtful service.

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