CAS: 2540-56-9; (9Z,11E)-Octadeca-9,11-Dienoic Acid

该化合物是一种多元饱和脂肪酸,其特点是其独特的双环酸,其特点是双向脂肪酸,其特点是双向粘合,位于18碳链的第9和第11碳原子,在Cis配置中为第九碳,在跨式配置中为第11碳.这一结构配置有助于其独特的生物特性.CLA主要见于反食动物和乳制品的脂肪,它具有潜在的健康效益,包括抗癌特性,身体构成的调节和免疫功能效应.该物质一般在室温下固固,在有机溶剂中溶解.它存在于饮食中,它因其在人类健康中的作用,特别是在重量管理和代谢调节中,引起了人们的兴趣.作为脂肪酸,它在各种生物化学途径中发挥作用,并能影响脂质代谢.但是,进一步的研究正在进行之中,以充分了解其机制和健康影响.

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trans-ximenynic acid linoleic acid methyl ester tetrachloromethane linoleic acid trans-9,trans-11-°Ctadecadienoic acid (9Z,11E)-methyl °Ctadeca-9,11-dienoate

合成工艺路线路线简述

    📜(Z,Z)-9,12-十八烷二烯酸二聚物置于ruthenium-Mgalp11体系中,化学反应 2.0H,以72.6%的收率获得共轭亚油酸
    参考文献:在ru-Mgal催化剂中将亚油酸异构化为共轭亚油酸时,揭示钌和碱的协同作用
    标题:在ru-Mgal催化剂中将亚油酸异构化为共轭亚油酸时,揭示钌和碱的协同作用
    摘要:Ru-Mgal催化剂是通过在不同ph值下(x = 7-12)共沉淀制备的,目的是研究ph对其亚油酸异构化成共轭亚油酸的催化性能的影响,并了解它们之间的关系.碱度站点和钌活动站点.结果表明强碱性和高度分散的钌可能是亚油酸异构化的活性位点.只有满足所有三个条件,即高ru分散度,适当的smsi效应和高数量的强碱性位点,才能形成高效的活性位点,用于亚油酸异构化为共轭亚油酸.还提出了可能的异构化反应机理.
    Doi:10.1039/c7Ra10457J

    海关参考信息

    专利信息


    专利号:US-7402418-B2
    优先权日:2001-09-20
    标 题:Genes participating in the synthesis of fatty acid having trans-11-,cis-13-conjugated double bond and utilization thereof
    发明人:OSUMI MARI; MURASE JUNKO; IMAMURA JUN
    权利人:PLANTECH RES INST; INC ADMIN AGENCY NARO
    摘要:An object of the present invention is to clone a gene which is involved in synthesis of fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bone at position Δ12. The present invention provides a gene having any one of the following nucleotide sequences:n (A) a nucleotide sequence encoding an amino acid sequence shown in SEQ ID NO: 1 or 12; (B) a nucleotide sequence encoding an amino acid sequence comprising a deletion, addition or substitution of one or several amino acids with respect to the amino acid sequence shown in SEQ NO: 1 or 12, and having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12; (C) a nucleotide sequence shown in SEQ ID NO: 2 or 13; (D) a nucleotide sequence comprising a deletion, addition or substitution of one or several nucleotides with respect to the nucleotide sequence shown in SEQ ID NO: 2 or 13, and encoding a protein having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12; and (E) a nucleotide sequence hybridizing with the nucleotide sequence shown in SEQ ID NO: 2 or 13 or a complementary sequence thereof under stringent conditions, and encoding a protein having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12.

    专利号:US-11976038-B1
    优先权日:2023-03-24
    标题:Preparation method of resveratrol nervonic acid ester
    发明人:WANG QIANG; GUO QIN; LI TIAN; HU XIAONING; LIANG MANZHU; QU YANG; LI ZHENYUAN
    权利人:INSTITUTE OF FOOD SCIENCE AND TECH CHINESE ACADEMY OF AGRICULTURAL SCIENCES
    摘要:The present disclosure provides a preparation method of resveratrol nervonic acid ester, comprising the following steps of: step 1: weighing resveratrol, a nervonic acid and thiocarbonyldiimidazole according to a molar ratio of 1:1:0.8 to 1:7:11.2 in a reactor; step 2: adding a certain amount of solvent into the reactor to completely dissolve the reactants; and step 3: stirring for reaction at room temperature for 30 min to 180 min. The preparation method is safe, efficient and clean, and enables synthesis of the resveratrol nervonic acid ester with high conversion rate, high purity and high yield.

    专利号:US-2005233427-A1
    优先权日:2004-03-31
    标题 :Processes for the production of triglycerides of unsaturated fatty acids in the presence of enzymes
    发明人:SCHOERKEN ULRICH; MEYER CAROLIN; BOTH SABINE; HORLACHER PETER
    权利人:SCHOERKEN ULRICH; MEYER CAROLIN; BOTH SABINE; HORLACHER PETER
    摘要:Processes for the enzyme-catalyzed synthesis of triglycerides containing polyunsaturated fatty acids in which the synthesis is preceded by a pre-hydrolysis in which (a) C 1-4 alkyl esters of polyunsaturated fatty acids are completely or partly hydrolyzed in vacuo with continuous addition of water or are partly hydrolyzed in several stages without vacuum, (b) after the hydrolysis, the water is removed by separation or distillation and (c) the synthesis of the polyunsaturated fatty acids with glycerol in vacuo in the presence of an enzyme to form their triglycerides is carried out under low-water conditions, (d) the enzymes are removed from the triglyceride by separation or filtration and (e) the remaining fatty acids and/or possible residues of C 1-4 alkyl esters are removed from the triglyceride by distillation or refining; the pre-hydrolysis and the subsequent synthesis preferably being carried out as a one-pot process in the same reactor and in the presence of the same enzyme.

    专利号:US-5892074-A
    优先权日:1997-02-18
    标 题:Synthesis of conjugated linoleic acid (CLA)
    发明人:SEIDEL MICHAEL C
    摘要:A synthesis process for producing 9-cis, 11-trans octadecadienoic acid at room temperature in high yield is disclosed, including providing a tosylate or mesylate of a methyl ester of ricinoleic acid and 9-cis, 11-trans octadecadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene. In one aspect, the tosylate of the methyl ester of ricinoleic acid is formed with tosyl chloride in a pyridine solvent. In one aspect, the mesylate of the methyl ester of ricinoleic acid is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the tosylate or mesylate is reacted with diazabicyclo-undecene in a polar, non-hydoxylic solvent of acetonitrile to form the preferred isomer of 9-cis, 11-trans octadecadienoic acid at room temperature in high yield.

    专利号:US-2013053592-A1
    优先权日:2011-08-31
    标题 :Fatty acids as co-catalysts in preparation of glycerides from ethyl esters
    发明人:SAEBO ASGEIR
    权利人:SAEBO ASGEIR; PHARMA MARINE AS
    摘要:Methods of producing concentrates of omega-3 fatty acid ethyl esters, from an ethyl ester composition comprising use of free fatty acids as co-catalysts for enzymatic synthesis of partial glycerides are provided. In some embodiments, methods of producing concentrates of ethyl-eicosapentanoate and/or ethyl-docosahexanoate from an ethyl ester composition containing the esters comprise a) adding glycerol, an immobilized enzyme catalyst, and a free fatty acid co-catalyst b) allow glyceryl ester synthesis to proceed by adjustment of temperatures, time and vacuum such that a substantial amount of partial glycerides is formed and c) separating an ethyl ester fraction enriched in ethyl eicosanoate and ethyl docosahexanoate from the glyceride mixture.

    专利号:US-6153774-A
    优先权日:1997-02-18
    标 题 :Silver ion chromatography of high purity conjugated linoleic acid (CLA)
    发明人:SEIDEL MICHAEL C
    摘要:A method for providing a purified conjugated linoleic acid (CLA) is disclosed. The purified conjugated linoleic acid (CLA) is formed by separating by liquid chromatography a 9-cis, 11-trans octadecadienoic acid formed by a novel synthesis of reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene. Reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene forms a 9-cis, 11-trans octadecadienoic acid having a purity greater than 50%, and separating by liquid chromatography forms a 9-cis, 11-trans octadecadienoic acid having a purity greater than 90%. In one aspect, the liquid chromatography uses a strong acid macroreticular ion exchange resin. In one aspect, the liquid chromatography includes silver ion liquid chromatography.

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    合成参考文献


    参考文献:10.1093/ajcn/70.1.21
    摘要:Jiang J, Wolk A, Vessby B. Relation between the intake of milk fat and the occurrence of conjugated linoleic acid in human adipose tissue. The American Journal of Clinical Nutrition. 1999 Jul;70(1):21–7. doi: 10.1093/ajcn/70.1.21.
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