CAS: 531-29-3; (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(4-((E)-3-Hydroxyprop-1-En-1-yl)-2-Methoxyphenoxy)Tetrahydro-2H-Pyran-3,4,5-Triol

该化合物是一种苯球甘蓝,是一种天然化合物,作为离心素的前身,有助于植物细胞墙的结构完整性.科菲林的特征是分子配方,包括一种与锥形酒精(一种类苯酚化合物)相连的葡萄糖.这种晶体联结在水中造成锥状叶素溶解,使其在植物内运输苯酚化合物方面发挥作用.就其化学特性而言,科菲林展示抗氧化剂活动,并由于其对自由基的捕食能力,在制药和食品保护方面可能具有潜在用途.此外,还研究了它在植物防病原体机制中的作用.

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UDP-glucose coniferol

合成工艺路线路线简述

    📜在 Sodium Methylate体系中,用 甲醇 作为反应溶剂,化学反应生成 松苷
    参考文献:愈创木脂酰脱氢聚合物的制备及抗肺癌活性分析
    标题:愈创木脂酰脱氢聚合物的制备及抗肺癌活性分析
    摘要:在本文中,在 β-葡萄糖苷酶和漆酶存在下,以针叶树素为底物合成了愈创木脂酰脱氢木质素聚合物 (G-Dhp).carbon-13核磁共振(13C-NMR)测定表明,G-Dhp的结构与银杏磨木木质素(mwl)较为相似,均含有β-O-4,β-5,β-1,β-β 和 5-5 个子结构.通过用不同的极性溶剂分类获得具有不同分子量的g-Dhp级分.生物活性测定表明,乙醚可溶性组分 (Dc2) 对 A549 肺癌细胞的抑制作用最强,Ic50 为 181.46 +/-28.01 μg/ml.使用中压液相色谱法进一步纯化 Dc2 级分.抗癌分析表明,来自 Dc2 的 D4 和 D5 化合物具有更好的抗肿瘤活性,Ic50 值分别为 61.54 +/-17.10 μg/ml 和 28.61 +/-8.52 μg/ml.加热电喷雾电离串联质谱 (Hesi-Ms) 结果表明,D4 和 D5 均为松柏醛的 β-5-连接二聚体,13C-NMR
    DOI:10.3390/molecules28083589

    海关参考信息

    专利信息


    专利号:US-6372461-B1
    优先权日:1998-09-18
    标题 :Synthesis of vanillin from a carbon source
    发明人:FROST JOHN W
    权利人:DIRECTORS OPERATING MICHIGAN S
    摘要:A bioengineered synthesis scheme for the production of vanillin from a carbon source is provided. The bioconversion methods of the present invention comprise the steps of microbe-catalyzed conversion of a carbon source to vanillic acid followed by enzyme-catalyzed reduction of the vanillic acid to produce vanillin. As shown in the synthesis scheme of FIG. 2, the microbe-catalyzed conversion step of the present invention requires five enzymes which are provided by a recombinant microbe. In a preferred embodiment, the recombinant microbe is Escherichia coli designed to cause dehydration of 3-dehydroshikimic acid and regioselective methylation of the resulting protocatechuic acid. The enzyme-catalyzed reduction step of the present invention comprises the reduction of vanillic acid to vanillin by aryl-aldehyde dehydrogenase.

    专利号:US-7799906-B1
    优先权日:2004-09-22
    标题 :Compositions and methods for modulating lignin of a plant
    发明人:ROTTMANN WILLIAM H; CONNETT MARIE B; BLOKSBERG LEONARD N; FORSTER RICHARD L
    权利人:ARBORGEN LLC
    摘要:Novel plant monolignol synthesis, monolignol transport, and lignin polymerization genes and polypeptides encoded by such genes are provided. These genes and polynucleotide sequences are useful regulating the lignification process and plant phenotype. Moreover, these genes are useful for expression profiling of plant monolignol synthesis, monolignol transport, and lignin polymerization genes. The invention specifically provides polynucleotide and polypeptide sequences isolated from Eucalyptus and Pinus.

    专利号:US-5973228-A
    优先权日:1997-07-24
    标 题:Coniferin beta-glucosidase cDNA for modifying lignin content in plants
    发明人:CARLSON JOHN E; DHARMAWARDHANA D PALITHA; DOUGLAS CARL J; ELLIS BRIAN E
    权利人:UNIV BRITISH COLUMBIA
    摘要:A cDNA molecule encoding coniferin beta-glucosidase is disclosed. This enzyme catalyzes one of the last steps in the synthesis of lignin in plants. Plants having modified lignin content may be produced by transformation with this cDNA (or parts of the cDNA), for example, in either sense or antisense orientation. The invention includes methods of altering-lignin content in plants using this cDNA, as well as transformed plants, such as conifers, having modified lignin content.

    专利号:WO-0017319-A2
    优先权日:1998-09-18
    标题:Synthesis of vanillin from a carbon source

    专利号:EP-1114173-A2
    优先权日:1998-09-18
    标题 :Synthesis of vanillin from a carbon source

    专利号:CN-102618603-B
    优先权日:2012-03-26
    标 题 :Application of poplar glycosyltransferase PtGT2 in catalytic synthesis of phenylpropanoid glycosides

    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


    1: Aoki D, Hanaya Y, Akita T, Matsushita Y, Yoshida M, Kuroda K, Yagami S, Takama R, Fukushima K. Distribution of coniferin in freeze-fixed stem of Ginkgo biloba L. by cryo-TOF-SIMS/SEM. Sci Rep. 2016 Aug 11;6:31525. doi: 10.1038/srep31525.
    2: Yoshioka T, Itagaki Y, Abe Y, Kawahara N, Goda Y, Ozeki Y, Yamada A. NaCl dependent production of coniferin in Alluaudiopsis marnieriana suspension cultured cells. Plant Biotechnol (Tokyo). 2021 Mar 25;38(1):183-186. doi: 10.5511/plantbiotechnology.21.0102a.
    3: Yoshinaga A, Kamitakahara H, Takabe K. Distribution of coniferin in differentiating normal and compression woods using MALDI mass spectrometric imaging coupled with osmium tetroxide vapor treatment. Tree Physiol. 2016 May;36(5):643-52. doi: 10.1093/treephys/tpv116. Epub 2015 Oct 27.

    合成参考文献


    参考文献:10.1111/j.1365-313x.2004.02089.x
    摘要:Hemm MR, Rider SD, Ogas J, Murry DJ, Chapple C. Light induces phenylpropanoid metabolism in Arabidopsis roots. The Plant Journal. 2004 May 04;38(5):765–78. doi: 10.1111/j.1365-313x.2004.02089.x.
    参考文献:10.1021/jf034817y
    摘要:Tsuji Y, Chen F, Yasuda S, Fukushima K. The behavior of deuterium-labeled monolignol and monolignol glucosides in lignin biosynthesis in angiosperms. J Agric Food Chem. 2004 Jan 14;52(1):131–4. doi: 10.1021/jf034817y.
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