7-Glucosyloxy-flavon | 71802-05-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7-Glucosyloxy-flavon
• 英文别名: 2-phenyl-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 71802-05-6
• 化学式: C₂₁H₂₀O₈
• 分子量: 400.385
• InChiKey: RZLRADQNIZRGRA-AWGDKMGJSA-N

物化性质

• 熔点：
  255 °C
• 沸点：
  676.8±55.0 °C(Predicted)
• 密度：
  1.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  29
• 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：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 7-羟基黄酮 在 oleandomycin glucosyltransferase 作用下， 以 二甲基亚砜 为溶剂， 生成 7-Glucosyloxy-flavon
  参考文献：
  名称：

  比较Rosa杂种葡糖基转移酶RhGT1和工程微生物葡糖基转移酶OleD（PSA）朝向小类黄酮文库的受体混杂性。

  摘要：

  糖基化是植物次生代谢产物的广泛修饰，并被称为UDP-糖基转移酶（UGT）的超酶催化。UGT经常参与后期的生物合成步骤，并显示出广泛的底物特异性或区域选择性。在这项研究中，罗莎杂种UGT RhGT1和进化的微生物UGT OleD（PSA）对小的类黄酮文库的受体滥交进行了调查和比较。有趣的是，RhGT1与OleD（PSA）相比具有可比的受体混杂性，尽管后者的受体结合口袋更为开放和庞大。这清楚地表明，通过合适的疏水相互作用稳定受体位置对于确定特异性或区域选择性以及将受体整体装配到“足够大”的结合袋中是重要的。

  DOI：

  10.1016/j.carres.2012.12.012

文献信息

• Process for producing flavone derivatives with medicinal activity
  申请人：BONOMELLI S.p.A.

  公开号：EP0052086A1

  公开（公告）日：1982-05-19

  A process for producing flavone derivative of formula:, in which R is hydrogen or a disaccharide radical, R1 is -OH or -OCH3; R2 is H or -OH; starting from flavone-7-glucosides of formula by total acetylation with acetiv anhydride and pyridine, and selective dehydrogenation in the 2-3 position with SeO2 in a molar excess of about 10:1, in isoamyl alcohol solution.

  一种生产式黄酮衍生物的工艺：、 式中R为氢或二糖基，R1为-OH或-OCH3；R2为H或-OH；以式中的黄酮-7-葡萄糖苷为起始原料，用乙酸酐和吡啶进行全乙酰化，并在2-3位用SeO2以约10摩尔过量选择性脱氢。 在异戊醇溶液中，用乙酐和吡啶进行全乙酰化，再用摩尔过量约为 10:1 的 SeO2 在 2-3 位选择性脱氢。
• NOVEL GLYCOSYLTRANSFERASE GENE AND USE THEREOF
  申请人：Suntory Holdings Limited

  公开号：EP2818547A1

  公开（公告）日：2014-12-31

  A polynucleotide is provided that encodes a protein having activity that transfers a sugar to the hydroxyl group at the 4'-position of a flavone. The polynucleotide is selected from the group consisting of: (a) a polynucleotide composed of the base sequence of SEQ ID NO: 1; (b) a polynucleotide that hybridizes under stringent conditions with a polynucleotide composed of a base sequence complementary to the base sequence of SEQ ID NO: 1, and encodes a protein having activity that transfers a sugar to the hydroxyl group at the 4'-position of a flavone; (c) a polynucleotide encoding a protein composed of the amino acid sequence of SEQ ID NO: 2; and, (d) a polynucleotide encoding a protein composed of an amino acid sequence in which one or a plurality of amino acids have been deleted, substituted, inserted and/or added in the amino acid sequence of SEQ ID NO: 2, and having activity that transfers a sugar to the hydroxyl group at the 4'-position of a flavone.

  提供了一种多核苷酸，它编码的蛋白质具有将糖转移到黄酮 4'-位羟基上的活性。该多核苷酸选自由下列组成的一组：(a) 由 SEQ ID NO: 1 的碱基序列组成的多核苷酸；(b) 在严格条件下与由与 SEQ ID NO：1 的碱基序列互补的多核苷酸杂交的多核苷酸，该多核苷酸编码具有将糖转移到黄酮 4'-位羟基的活性的蛋白质；(c)编码由 SEQ ID NO：2 的氨基酸序列组成的蛋白质的多核苷酸，该蛋白质具有将糖转移到黄酮 4'-位羟基上的活性。
• Glycosyltransferase gene and use thereof
  申请人：SUNTORY HOLDINGS LIMITED

  公开号：US10059956B2

  公开（公告）日：2018-08-28

  Provided is a polynucleotide encoding a protein having activity that transfers a sugar to the hydroxyl group at the 4′-position of a flavone, wherein the polynucleotide is selected from the group consisting of: (a) a polynucleotide composed of the base sequence of SEQ ID NO: 1; (b) a polynucleotide that hybridizes under stringent conditions with a polynucleotide composed of a base sequence complementary to the base sequence of SEQ ID NO: 1; (c) a polynucleotide encoding a protein composed of the amino acid sequence of SEQ ID NO: 2; and, (d) a polynucleotide encoding a protein composed of an amino acid sequence in which one or a plurality of amino acids have been deleted, substituted, inserted and/or added in the amino acid sequence of SEQ ID NO:2.

  本发明提供了一种编码蛋白质的多核苷酸，该蛋白质具有将糖转移到黄酮 4′位羟基上的活性，其中所述多核苷酸选自由下列组成的组：(a) 由 SEQ ID NO: 1 的碱基序列组成的多核苷酸；(b) 在严格条件下与由与 SEQ ID NO: 1 的碱基序列互补的碱基序列组成的多核苷酸杂交的多核苷酸；(c) 编码由 SEQ ID NO: 2 的氨基酸序列组成的蛋白质的多核苷酸；以及(d) 编码由 SEQ ID NO: 2 的氨基酸序列组成的蛋白质的多核苷酸：1的碱基序列互补的多核苷酸杂交的多核苷酸；(c)编码由SEQ ID NO: 2的氨基酸序列组成的蛋白质的多核苷酸；以及(d)编码由SEQ ID NO: 2的氨基酸序列中一个或多个氨基酸被删除、取代、插入和/或添加的氨基酸序列组成的蛋白质的多核苷酸。
• DNA-linked enzyme-coupled assays
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US10829798B2

  公开（公告）日：2020-11-10

  Traditional enzyme characterization methods are low-throughput, and therefore limit engineering efforts in synthetic biology and biotechnology. Here we propose a DNA-linked enzyme-coupled assay (DLEnCA) to monitor enzyme reactions in a high-throughput manner. Throughput is improved by removing the need for protein purification and by limiting the need for liquid chromatography mass spectrometry (LCMS) product detection by linking enzymatic function to DNA modification. DLEnCA is generalizable for many enzymatic reactions, and here we adapt it for glucosyltransferases, methyltransferases, and oxidoreductases. The assay utilizes cell free transcription/translation systems to produce enzymes of interest, while UDP-Glucose and T4-β-glucosyltransferase are used to modify DNA, which is detected post-reaction using qPCR or similar means of DNA analysis. For monitoring methyltransferases, consumption of SAM is observed by coupling to EcoRI methyltransferase. For monitoring oxidoreductases, consumption of NADH is observed by coupling to Taq or E. coli DNA ligase. OleD and two glucosyltransferases from Arabidopsis were used to verify the assay's generality toward glucosyltransferases. Two methyltransferases from human and Arabidopsis were used to verify the assay's generality towards methyltransferases. We show DLEnCA's utility by mapping out the substrate specificity for these enzymes and observing the multiple steps of a biosynthetic pathway.

  传统的酶表征方法通量低，因此限制了合成生物学和生物技术中的工程工作。在这里，我们提出了一种 DNA 链接酶耦合测定法（DLEnCA），以高通量的方式监测酶反应。通过将酶功能与 DNA 修饰联系起来，无需纯化蛋白质，并限制了对液相色谱质谱（LCMS）产品检测的需求，从而提高了通量。DLEnCA 可用于多种酶促反应，在此我们将其用于葡萄糖基转移酶、甲基转移酶和氧化还原酶。该检测方法利用游离细胞转录/翻译系统来产生相关酶，同时利用 UDP-Glucose 和 T4-β- 葡糖基转移酶来修饰 DNA，并在反应后利用 qPCR 或类似的 DNA 分析方法进行检测。在监测甲基转移酶时，可通过与 EcoRI 甲基转移酶偶联来观察 SAM 的消耗情况。为了监测氧化还原酶，可通过与 Taq 或大肠杆菌 DNA 连接酶连接来观察 NADH 的消耗情况。拟南芥中的 OleD 和两种葡萄糖基转移酶被用来验证该检测方法对葡萄糖基转移酶的通用性。来自人类和拟南芥的两种甲基转移酶被用来验证该检测方法对甲基转移酶的通用性。我们通过绘制这些酶的底物特异性图和观察生物合成途径的多个步骤，展示了 DLEnCA 的实用性。
• GLYCOSYLTRANSFERASE GENE AND USE THEREOF
  申请人：Suntory Holdings Limited

  公开号：EP2818547B1

  公开（公告）日：2016-09-07