CAS: 4501-31-9; Cis-P-Coumaric Acid

该化合物是一种自然产生的苯丙酸化合物,是一种古酸的衍生物,其特征是围绕苯球环和碳酸组之间的双链状结构.该化合物一般是白色的黄色晶状固体,在乙醇和甲醇等有机溶剂中可溶解,但在水中溶解性有限.Cis-p-Coumaric酸因其抗氧化特性和潜在健康惠益而闻名,包括防炎和抗微生物活动.它通常出现在各种植物中,并涉及氟球类和其他苯球化合物的生物合成.该化合物的结构包括一种氢氧基化合物和碳酸组,有助于其再活性和与其他生物分子的相互作用.由于它的自然发生和有益特性,Cis-p-Coumaric酸对食品科学,药理学和天然化学具有兴趣.

结构式图片

上下游产品

p-Coumaric Acid N-phthaloyl-L-tyrosine methyl p-hydroxycinnamate 2kankanoside H2 4-Ethylphenol cis-p-coumaroylsuccinimide α-cis-p-coumaroyl-D-arginine amideN-(2-(tert-butoxycarbonylamino)ethoxyethyl) Nα-cis-p-coumaroyl-D-arginine amide (R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide

合成工艺路线路线简述

    📜4-羟基肉桂酸甲酯置于咪唑,Lithium Hydroxide体系中,用 甲醇,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 27.0H,反应生成 4-羟基肉桂酸
    参考文献:Mechanistic And Stereochemical Study Of Phenylpyruvate Tautomerase
    标题:Mechanistic And Stereochemical Study Of Phenylpyruvate Tautomerase
    摘要:A Variety Of Substrates And Potential Enol/enolate Mimics For The Product/transition State Of The Enzyme Phenylpyruvate Tautomerase (E.C. 5.3.2.1) Have Been Prepared And Studied. Their Stereostructures Have Been Secured By A Combination Of NMR Spectroscopy Based On Vicinal H-F And H-C Coupling Constants And X-Ray Crystallography. On The Basis Of The Inhibition By Stereoisomeric Substituted Cinnamates,It Has Been Concluded That The Enzyme Produces The Thermodynamically Less Stable (E) Enol Via A Syn Tautomerization Transition State. Free Energy Profiles For The Reaction Suggest That Vinyl Fluorides Act As Product Analogues. Because Amide And Dicarboxylate Enolate Mimics Are Relatively Poor Inhibitors Of The Enzyme,It Is Believed That An Enolate Is Not Involved In The Tautomerization Process.
    DOI:10.1021/ja00069A006

    海关参考信息

    专利信息


    专利号:US-2012178961-A1
    优先权日:2009-07-02
    标题:Bio-derived olefin synthesis
    发明人:SANDERS JOHAN PIETER MARINUS; VAN HAVEREN JACOBUS; SCOTT ELINOR; VAN ES DANIEL STEPHAN; LE NOTRE JEROME; SPEKREIJSE JURJEN
    权利人:SANDERS JOHAN PIETER MARINUS; VAN HAVEREN JACOBUS; SCOTT ELINOR; VAN ES DANIEL STEPHAN; LE NOTRE JEROME; SPEKREIJSE JURJEN; UNIV WAGENINGEN; STICHTING DIENST LANDBOUWKUNDI
    摘要:Disclosed is a method for the combined synthesis of at least two vinylic monomers, at least one of which being an acrylic compound, comprising subjecting a monoconjugated alkene-1-carboxylic compound to reaction with a C 2 -C 4 alkene under conditions of olefin cross-metathesis. The invention is particularly useful for extracting value from protein side streams. Upon protein hydrolysis, suitable amino acids (preferably phenylalanine or tyrosine) are subjected to reductive amination so as to form the corresponding alkene-1-carboxylic acid. Preferably after esterification and separation, this is used in cross-metathesis for the concomitant production of styrene resp. hydroxy styrene, and acrylates. The invention is applicable more widely, to the synthesis of olefins on the basis of carbohydrates, naturally occurring phenolic components, natural protein resources, or amino acids obtained from fermentations.

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1023/a:1010422727899
    摘要:Wu H, Haig T, Pratley J, Lemerle D, An M. Allelochemicals in Wheat (Triticum aestivum L.): Production and Exudation of 2,4-Dihydroxy-7-Methoxy-1,4-Benzoxazin-3-One. Journal of Chemical Ecology. 2001 Aug;27(8):1691–700. doi: 10.1023/a:1010422727899.
    参考文献:10.3389/fnut.2022.822033
    摘要:Yin S, Tao Y, Jiang Y, Meng L, Zhao L, Xue X, Li Q, Wu L. A Combined Proteomic and Metabolomic Strategy for Allergens Characterization in Natural and Fermented Brassica napus Bee Pollen. Front Nutr. 2022;9():822033.
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