CAS: 506-17-2; Cis-Vaccenic Acid

该化合物是一种该化合物是一种在双环结合下具有环七脂肪酸,具有精密配置,有助于其结构和功能特性,该化合物因其在脂质代谢和潜在健康惠益方面的作用而关心生物化学和营养研究,其高纯度和稳定性使其适合分析标准,脂质组学研究和对代谢途径的调查.Cis-Vaccenic酸还用于专门脂肪合成和作为染色体的参考材料,其定义完善的结构确保了实验应用中的再生性.

结构式图片

相似化合物

6198-58-9 112-86-7 373-49-9

欧盟法规

ECHA物质C&L通报

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CAS号19220-40-7 11-°Ctadecynoic acid | CAS号111-71-7 正庚醛 | CAS号7530-96-3 (10-羧基癸基)(三苯基)溴化鏻 | CAS号111-25-1 1-溴代正己烷 | CAS号16900-60-0 11-十二炔酸 | CAS号18202-10-3 11-十二炔-1-醇 | CAS号2834-05-1 11-溴十一酸 | CAS号60-33-3 亚油酸 | CAS号2536-38-1 18-溴十八烷酸 | CAS号143288-76-0 10-hydroxy°Ctad... | CAS号88657-37-8 10-(3-hexyloxir... | CAS号111-71-7 正庚醛 | CAS号95548-26-8 cis-vaccenoyl c... | CAS号693-72-1 反式-11-十八烯酸 | CAS号6198-58-9 反式-11-十八烯酸甲酯 | CAS号1852-04-6 十一烷二酸 | CAS号53163-99-8 11-oxoundecanoi...

合成工艺路线路线简述

    📜11-十二炔-1-醇置于pd-Baso4 喹啉,六甲基磷酰三胺,正丁基锂,Jones' Reagent,氢气体系中,用 甲醇,丙酮 作为反应溶剂,化学反应 3.0H,反应生成 十八烷酸
    参考文献:Ranganathan,S.; Maniktala,Vibha; Kumar,Raaj,Indian Journal Of Chemistry-Section B Organic And Medicinal Chemistry,1984,Vol. 23,# 12,P. 1197-1207
    标题:Ranganathan,S.; Maniktala,Vibha; Kumar,Raaj,Indian Journal Of Chemistry-Section B Organic And Medicinal Chemistry,1984,Vol. 23,# 12,P. 1197-1207

    海关参考信息

    专利信息


    专利号:US-8642792-B2
    优先权日:2007-02-15
    标题 :Method for the synthesis of omega-amino-alkanoic acids
    发明人:DUBOIS JEAN-LUC
    权利人:DUBOIS JEAN-LUC; ARKEMA FRANCE
    摘要:The invention relates to a method for the synthesis of amino acids/esters of general formula NH 2 —(CH 2 ) n —COOR in which n is an integer between 5 and 14, and R is either H or an alkyl radical including from 1 to 4 carbon atoms, from natural long-chain mono-unsaturated fatty acids or esters including at least 10 adjacent carbon atoms per molecule, said method comprising: first converting, if necessary, said natural long-chain fatty acid or ester into a monounsaturated fatty acid/ester of general formula R 1 —(CH 2 ) m —CHâ•?CH—(CH 2 ) p —COOR in which R 1 is H, CH 3 or a COOR radical, m is an integer between 0 and 14 and p is an integer between 2 and 11, then submitting the latter to a crossed catalytic metathesis reaction with a compound of formula R 2 —CHâ•?CH—R 3 in which R 2 is either H or CN and R 3 is CN or CH 2 NH 2 , provided that if R 2 is CN, R 3 can be only CN, and finally converting the resulting product of the general formula R 3 —CHâ•?CH—(CH 2 ) p —COOR into an amino-acid, either by hydrogenation, or by hydrogenation of the trple terminal bond, or by amination of the double terminal bond.

    专利号:US-9023626-B2
    优先权日:2007-09-20
    标 题:Methods for the synthesis of fatty diacids by the metathesis of unsaturated diacids obtained by fermentation of natural fatty acids
    发明人:DUBOIS JEAN-LUC
    权利人:DUBOIS JEAN-LUC; ARKEMA FRANCE
    摘要:The invention relates to a method for the synthesis of diacids of general formula ROOC—(CH 2 ) n —(CHâ•?CH) a —(CH 2 ) m COOR 1 in which n and m are identical or different and each represent an integer such that their sum is between 6 and 15, a is an index of 0 or 1, and R and R 1 are H or an alkyl radical with 1 to 4 carbon atoms, from long-chain mono-unsaturated natural fatty acids or esters having at least 10 adjacent carbon atoms per molecule of the general formula CH 3 —(CH 2 ) p —CHâ•?CH—(CH 2 ) q —COOR, p and q, being identical or different and representing indices between 2 and 11, wherein said method comprises the first step of oxidizing by fermentation said natural fatty acid or ester, using a microorganism, such as a bacterium, a yeast, or a fungus, into at least one unsaturated dicarboxylic acid or dicarboxylate, the second step of submitting the product from the first step to a metathesis crossed with a compound of formula R 2 OOC—(CH 2 ) x —CHâ•?CH—R 3 , in which R 2 is H or an alkyl radical with 1 to 4 carbon atoms, x is 0 or 1 or 2, and R 3 is H, CH 3 or COOR 2 , in order to obtain the unsaturated compound of formula ROOC—(CH 2 ) q —CHâ•?CH—(CH 2 ) x —COOR 2 , and the third optional step of converting the usaturated compound into a saturated compound by hydrogenation of the double bond.

    专利号:US-10604479-B2
    优先权日:2013-11-18
    标 题:Continuous process for the one-pot synthesis of metal salts and metal complexes
    发明人:LEONARDI GIULIANO; GASPERONI GIOVANNI
    权利人:VOLARE & CONNECTING LLC; LEONARDI GIULIANO; NOVUS INT INC
    摘要:A continuous process is described for the one-pot synthesis of compounds, such as metal salts and metal complexes, as well as optionally for the protection of the compounds thus obtained by coating and/or impregnation with suitable compounds.

    专利号:US-9567293-B2
    优先权日:2013-02-08
    标题 :Combined synthesis of a nitrile-ester/acid and of a diester/diacid
    发明人:DUBOIS JEAN-LUC; COUTURIER JEAN-LUC; BRANDHORST MARKUS
    权利人:ARKEMA FRANCE
    摘要:A method for the combined synthesis of a mono-unsaturated nitrile-ester(acid) and of a bi-functional carbonyl compound, wherein it includes a step including the cross metathesis mc1 of an unsaturated fatty acid/ester compound with an unsaturated nitrile compound, in which mc1 is performed with partial conversion such as to obtain and recover, separately, at least the following products: a mono-unsaturated nitrile-ester/acid and a symmetrical compound, diester or diacid respectively including a double bond located in the middle of the molecular chain of compound, and subsequently a step including the oxidation cleavage cp2 of the double bond of compound, such as to form a single type of carbonyl compound having formula R2-(CH2)n-COR′, in which R′ is H or OH, depending on the operating conditions selected for the oxidation cleavage cp2. Also, the production of monomers for the polymer industry.

    专利号:US-8940923-B2
    优先权日:2007-06-13
    标题:Method for the synthesis of diacids or diesters from natural fatty acids and/or esters
    发明人:DUBOIS JEAN-LUC
    权利人:ARKEMA FRANCE
    摘要:Disclosed herein a process for the synthesis of diacids or diesters of general formula ROOC—(CH 2 )x-COOR, in which n represents an integer between 5 and 14 and R is either H or an alkyl radical of 1 to 4 carbon atoms, starting from long-chain natural monounsaturated fatty acids or esters comprising at least 10 adjacent carbon atoms per molecule, of formula CH 3 —(CH 2 )n-CHR 1 —CH 2 —CHâ•?CH—(CH 2 )p-COOR, in which R represents H or an alkyl radical comprising from 1 to 4 carbon atoms, R 1 is either H or OH, and n and p, which are identical or different, are indices between 2 and 11.

    专利号:US-8748651-B2
    优先权日:2008-11-17
    标题:Method for the synthesis of an omega-amino acid or ester starting from a monounsaturated fatty acid or ester
    发明人:DUBOIS JEAN-LUC
    权利人:DUBOIS JEAN-LUC; ARKEMA FRANCE
    摘要:The invention relates to a method for the synthesis of ω-amino alkanoic acids or esters thereof starting from unsaturated natural fatty acids passing through an ω-unsaturated nitrile intermediate compound.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: H Hirotani, Et Al. Inactivation Of T5 Phage By Cis-Vaccenic Acid, An Antivirus Substance From Rhodopseudomonas Capsulata, And By Unsaturated Fatty Acids And Related Alcohols. Fems Microbiol Lett. 1991 Jan 1;61(1):13-7.
    [参考文献]: Idowu A Aimola, Et Al. Cis-Vaccenic Acid Induces Differentiation And Up-Regulates Gamma Globin Synthesis In K562, Jk1 And Transgenic Mice Erythroid Progenitor Stem Cells. Eur J Pharmacol. 2016 Apr 5;776:9-18.
    [参考文献]: A Shibahara, Et Al. Novel Pathways Of Oleic And Cis-Vaccenic Acid Biosynthesis By An Enzymatic Double-Bond Shifting Reaction In Higher Plants. Febs Lett. 1990 May 21;264(2):228-30.
    [参考文献]: Guangling Jiao, Et Al. Characterization Of Shrimp Oil From Pandalus Borealis By High Performance Liquid Chromatography And High Resolution Mass Spectrometry. Mar Drugs. 2015 Jun 18;13(6):3849-76.
    [参考文献]: Juan J Loor, Et Al. Effects Of Dietary Cis 9, Trans 11-18:2, Trans 10, Cis 12-18:2, Or Vaccenic Acid (Trans 11-18:1) During Lactation On Body Composition, Tissue Fatty Acid Profiles, And Litter Growth In Mice. Br J Nutr. 2003 Dec;90(6):1039-48.

    合成参考文献


    摘要:Schobert, R.; Hölzel, C.; Barnickel, B., Science of Synthesis, (2010) 47, 43.
    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    参考文献:10.1007/bf02522686
    摘要:Laakso P, Manninen P, Mäkinen J, Kallio H. Postparturition changes in the triacylglycerols of cow colostrum. Lipids. 1996 Sep;31(9):937–43. doi: 10.1007/bf02522686.
    参考文献:10.1007/s00253-002-0941-8
    摘要:Volova TG, Kalacheva GS, Altukhova OV. Autotrophic synthesis of polyhydroxyalkanoates by the bacteria Ralstonia eutropha in the presence of carbon monoxide. Appl Microbiol Biotechnol. 2002 Apr;58(5):675–8. doi: 10.1007/s00253-002-0941-8.
    参考文献:10.1007/s11745-008-3174-5
    摘要:Cvacka J, Kofronová E, Vasícková S, Stránský K, Jiros P, Hovorka O, Kindl J, Valterová I. Unusual fatty acids in the fat body of the early nesting bumblebee, Bombus pratorum. Lipids. 2008 May;43(5):441–50. doi: 10.1007/s11745-008-3174-5.
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