飞燕草素-3-O-葡萄糖苷 | 50986-17-9

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 飞燕草素-3-O-葡萄糖苷
• 英文名称: delphinidin-3-O-glucoside
• 英文别名: 3-O-β-D-glucopyranoside of delphinidin；3-O-(β-D-glucopyranosyl)delphinidin；delphinidin 3-O-β-D-glucopyranoside；3-O-β-D-glucopyranosyl delphinidin；3-O-β-D-glucopyranosyldelphinidin；delphinidin 3-O-β-glucopyranoside；Delphinidin 3-O-glucoside cation；(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 50986-17-9
• 化学式: C₂₁H₂₁O₁₂
• 分子量: 465.391
• InChiKey: XENHPQQLDPAYIJ-PEVLUNPASA-O

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  202
• 氢给体数：
  9
• 氢受体数：
  11

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  飞燕草素-3-O-葡萄糖苷 在 氘代甲醇 、 氘代三氟乙酸 作用下， 生成
  参考文献：
  名称：

  花色苷和吡喃花色素的反应性。甲醇中芳香族氢-氘交换反应的研究。

  摘要：

  涉及花青素结构及其平衡形式的反应性研究将使人们更好地理解这些抗氧化剂的性质。氢-氘（H-> D）在delphinidin（1），petunidin（2），malvidin（3）的相应部位和羧基吡喃去甲酚苷（4），羧基pyranopetunidin（ 5），在室温下，在纯净CD 3OD和CF 3CO 2D酸化的CD 3OD中，对羧基吡喃酮抗生物素蛋白（6）和黄酮醇槲皮素3-O-（6-α-鼠李糖吡喃糖基-β-吡喃葡萄糖苷）（7）进行了检测。由（1）H NMR积分数据确定的H-6和H-8的H-> D交换常数为2，独立于颜料浓度（最高4 x 10（-2）M）和三氟乙酸酸浓度（0-15％，v / v）。这表明这些反应遵循一级动力学，并且出乎意料地与酸浓度无关。1-3的黄酮阳离子A环的H-6和H-8，以及在相应的半酮形式的氢中，与约100 h（1）和约50 h（2和3）的半衰期交换， 分别。吡喃花色素（4-6）没有发生类似氢的H->

  DOI：

  10.1021/jf071132f
• 作为产物：
  描述：

  delphinidin 3-O-<2-O-(β-D-xylopyranosyl)-6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside> 在 盐酸 作用下， 反应 0.07h， 生成 飞燕草素-3-O-葡萄糖苷 、 delphinidin-3-O-(6″-O-α-rhamnopyranosyl-β-glucopyranoside) 、 氯化花翠素 3-桑布双糖苷
  参考文献：
  名称：

  Delphinidin 3-xylosylrutinoside in petals of Linum grandiflorum

  摘要：

  A new anthocyanidin triglycoside was isolated from the scarlet flowers of Linum grandiflorum cv Scarlet Flax as a major anthocyanin. The structure of this pigment was determined to be delphinidin 3-O-[2-O-(beta-D-(xylopyranosyl)-6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside].

  DOI：

  10.1016/0031-9422(94)00839-l

文献信息

• [EN] CONSTRUCTS AND METHODS FOR BIOSYNTHESIS OF GALANTHAMINE<br/>[FR] CONSTRUCTIONS ET PROCÉDÉS POUR LA BIOSYNTHÈSE DE LA GALANTHAMINE
  申请人：DONALD DANFORTH PLANT SCI CT

  公开号：WO2015196100A1

  公开（公告）日：2015-12-23

  The present disclosure relates generally to the identification of enzymes within the Amaryllidaceae alkaloid biosynthetic pathway as well as to engineering transgenic organisms for the production of galanthamine and/or hemanthamine and/or lycorine. Disclosed herein is the isolation and characterization of cDNAs and encoded norbelladine 4'-0-methyltransferase, CYP96T1-3, and norbelladine synthase/reductase involved in the biosynthesis of galanthamine and haemanthamine. The invention relates to a transgenic plant, comprising within its genome, and expressing, a heterologous nucleotide sequence coding for a class I O-methyltransferase, wherein the O-methyltransferase is norbelladine 4'-0-methyltransferase. In one embodiment, the norbelladine 4'-0-methyltransferase is selected from among NpN40MT1, NpN40MT2, NpN40MT3, NpN40MT4, and NpN40MT5. The invention further contemplates a method of making a transgenic plant.

  本公开涉及总体上识别阿马里利达斯碱生物合成途径中的酶，以及为生产迎春碱和/或血红碱和/或石蒜碱而工程化转基因生物。本公开揭示了所述cDNA的分离和表征，以及编码的norbelladine 4'-0-甲基转移酶、CYP96T1-3和norbelladine合成酶/还原酶，这些酶参与了迎春碱和血红碱的生物合成。该发明涉及一种转基因植物，其基因组中包含并表达了编码I类O-甲基转移酶的异源核苷酸序列，其中O-甲基转移酶是norbelladine 4'-0-甲基转移酶。在一个实施例中，norbelladine 4'-0-甲基转移酶从NpN40MT1、NpN40MT2、NpN40MT3、NpN40MT4和NpN40MT5中选择。该发明进一步考虑了一种制备转基因植物的方法。
• Unusual anthocyanin reaction with acetone leading to pyranoanthocyanin formation
  作者：Yinrong Lu、L.Yeap Foo

  DOI：10.1016/s0040-4039(00)02246-2

  日期：2001.2

  Anthocyanins undergo unusual facile reactions with acetone to give rise to pyranoanthocyanins, thus showing that the new class of pigments isolated from blackcurrant seeds were a result of solvent participation. This oxidative addition was extended to the successful synthesis of pyranomalvidin or 2-(3,5-dimethoxy-4-hydroxyphenyl)-8-hydroxy-5-methyl-3-O-β-d-glucopyranosyloxypyrano[4,3,2-de]-1-benzopyrylium

  花色素苷与丙酮发生异常的易反应，生成吡喃花色素苷，因此表明从黑加仑子种子中分离出的新型颜料是溶剂参与的结果。这种氧化加成作用扩展到成功合成了吡喃马维丁或2-（3,5-二甲氧基-4-羟基苯基）-8-羟基-5-甲基-3- O -β-d-吡喃葡萄糖基氧基吡喃并[4,3,2-主要葡萄花色苷麦维京素3- O-葡萄糖苷与丙酮的反应生成de ] -1-苯并吡啶鎓。通过2D NMR充分表征了吡喃马维菌素，吡喃花色素B和吡喃德啡肽B的化学结构。
• Acid Mediated Hydrolysis of Blueberry Anthocyanins.
  作者：Takashi ICHIYANAGI、Kikuo OIKAWA、Chigusa TATEYAMA、Tetsuya KONISHI

  DOI：10.1248/cpb.49.114

  日期：——

  Acid mediated hydrolysis of anthocyanins was studied using capillary zone electrophoresis (CZE). A commercially available wild blueberry (Bilberry) extract was dissolved in different concentrations of TFA (0.1, 1, 3, 9%), then was subjected to thermodecomposition reaction at 95 °C. After the reaction, the samples were analyzed by CZE. The hydrolysis rate of each anthocyanin and the formation of the aglycon were determined by the change in the peak pattern of the anthocyanins in the electropherogram. Each anthocyanin peak decreased time dependently in a first order kinetic fashion. It was revealed that the hydrolysis rate of each anthocyanin was determined primarily by the type of conjugated sugar and not by the aglycon structure. The rate constant of anthocyanin hydrolysis was in the following order, arabinoside>galactoside>glucoside without regard to the aglycon structure. The kinetic behavior of this anthocyanin hydrolysis together with the CZE mobility allowed us to identify an unknown CZE peak as delphinidin 3-O-β-arabinoside. At low TFA concentration, significant decomposition of the anthocyanidin nucleus occurred, but the glycoside hydrolysis predominated at high TFA concentration. It was further revealed that the aglycon released reacted successively to form polymeric products at higher TFA conditions.

  使用毛细管区带电泳 (CZE) 研究了酸介导的花青素水解。将市售的野生蓝莓（Bilberry）提取物溶解在不同浓度的TFA（0.1、1、3、9%）中，然后在95℃下进行热分解反应。反应后，通过 CZE 分析样品。通过电泳图中花青素峰模式的变化来确定每种花青素的水解速率和苷元的形成。每个花青素峰以一级动力学方式随时间下降。结果表明，每种花青素的水解率主要由共轭糖的类型决定，而不是由苷元结构决定。花青素水解速率常数的顺序为：阿拉伯糖苷>半乳糖苷>葡萄糖苷，与苷元结构无关。这种花青素水解的动力学行为以及 CZE 迁移率使我们能够将未知的 CZE 峰识别为花翠素 3-O-β-阿拉伯糖苷。在低TFA浓度下，花青素核发生显着分解，但在高TFA浓度下糖苷水解占主导地位。进一步揭示，释放的苷元在较高的TFA条件下连续反应形成聚合产物。
• Encapsulated Vaccinium Extracts with Balanced Gastrointestinal Release
  申请人：Siegel Sven

  公开号：US20090041872A1

  公开（公告）日：2009-02-12

  The invention relates to Vaccinium fruit extracts, related preparations, production methods and uses.

  本发明涉及蓝莓属水果提取物、相关制剂、生产方法及其用途。
• Production of flavonoids by recombinant microorganisms
  申请人：Koffas Mattheos

  公开号：US20060019334A1

  公开（公告）日：2006-01-26

  Methods and compositions are provided for production of flavonoids in microbial hosts. The compositions comprises a set of genes which encode for enzymes involved in one or more steps in the biosymthetic pathway for the conversion of phenylpropanoids to various flavonoids. The method comprises the steps of introducing the set of genes into a heterologous host cell, allowing growth of the cells in a suitable medium such that the expression of the genes results in production of enzymes. When specific substrate(s) is/are provided to the transformed cell, the enzymes act on the substrate(s) to produce the desired flavonoids.

  本发明提供了一种在微生物宿主中生产黄酮类化合物的方法和组合物。该组合物包括一组基因，这些基因编码参与苯丙烷类物质转化为各种黄酮类化合物生物合成途径中的酶。该方法包括将该基因组引入异源宿主细胞中，让细胞在适宜培养基中生长，使得基因的表达导致酶的产生。当将特定底物提供给转化后的细胞时，酶作用于底物以产生所需的黄酮类化合物。