(+/-)-3-hydroxy-1-methyl-indoline-5,6-dione | 5181-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (+/-)-3-hydroxy-1-methyl-indoline-5,6-dione
• 英文别名: (+/-)-3-Hydroxy-1-methyl-indolin-5,6-dion；2,3-dihydro-3-hydroxy-1-methyl-1H-indole-5,6-dione；(3S)-3-hydroxy-1-methyl-2,3-dihydro-1H-indole-5,6-dione；(3S)-3-hydroxy-1-methyl-2,3-dihydroindole-5,6-dione
• CAS: 5181-82-8
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: RPHLQSHHTJORHI-SECBINFHSA-N

物化性质

• 沸点：
  375.1±42.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-4-[1-羟基-2-(甲基氨基)乙基]邻苯二酚 在 laccase [E_.⁽¹⁰⁾C₁₃₂] 、 氧气 作用下， 以 aq. acetate buffer 为溶剂， 生成 (+/-)-3-hydroxy-1-methyl-indoline-5,6-dione
  参考文献：
  名称：

  Laccase-mediated multi-step homo- and heteromolecular reactions of ortho -dihydroxylated aromatic compounds and mono- or diaminated substances resulting in C C, C O and C N bonds

  摘要：

  Three types of reactions involving oxidation, inter- and intramolecular Michael-addition as well as homo-intermolecular dimerization, catalyzed by laccase [EC. 1.10.3.2] of Pycnoporus cinnabarinus in the presence of oxygen, resulted in the formation of dimeric, trimeric and cyclic products with yields up to 44% (non-optimized reactions). For heteromolecular reactions a number of different aminated five- and six-membered aromatic compounds were used. The first reaction type involved the oxidation of catechol, 3- or 4-methylcatechol to o-quinone and subsequent Michael-addition of the amino compounds with C-N bond formation. Conclusive analytical data (UV-vis data, MS spectra) for the respective o-quinone are provided. The second type of reaction included a homo-intermolecular dimerization probably with C-C and C-O bond formation to the proposed dibenzofuran derivatives. The heteromolecular reaction with the amino compounds yielded trimers consisting of homomolecular dimers and the amino compound connected via a C-N bond. The third reaction type started from epinephrine (adrenaline) which was oxidized by laccase and underwent an intramolecular Michael-addition to adrenochrome. The subsequent heteromolecular reaction resulted in the unusual substance class of cyclooctenes (diazocines). Differences between the reaction types in regard to the kind of o-hydroquinone, amino compound used and the types of product recovered are discussed. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2015.08.011

文献信息

• REGULATED BIOCIRCUIT SYSTEMS
  申请人：Obsidian Therapeutics, Inc.

  公开号：US20190192691A1

  公开（公告）日：2019-06-27

  The present invention provides regulatable biocircuit systems. Such systems provide modular and tunable protein expression systems in support of the discovery and development of therapeutic modalities.
• IDENTIFICATION AND TARGETED MODULATION OF GENE SIGNALING NETWORKS
  申请人：CAMP4 THERAPEUTICS CORPORATION

  公开号：US20210254056A1

  公开（公告）日：2021-08-19

  The present invention provides methods and compositions for the evaluation, alteration and/or optimization of gene signaling. Methods and systems are also provided which exploit the information generated in the identification of new targets and non-canonical signaling pathways.
• Laccase-mediated multi-step homo- and heteromolecular reactions of ortho -dihydroxylated aromatic compounds and mono- or diaminated substances resulting in C C, C O and C N bonds
  作者：Veronika Hahn、Annett Mikolasch、Cornelius Kuhlisch、Frieder Schauer

  DOI：10.1016/j.molcatb.2015.08.011

  日期：2015.12

  Three types of reactions involving oxidation, inter- and intramolecular Michael-addition as well as homo-intermolecular dimerization, catalyzed by laccase [EC. 1.10.3.2] of Pycnoporus cinnabarinus in the presence of oxygen, resulted in the formation of dimeric, trimeric and cyclic products with yields up to 44% (non-optimized reactions). For heteromolecular reactions a number of different aminated five- and six-membered aromatic compounds were used. The first reaction type involved the oxidation of catechol, 3- or 4-methylcatechol to o-quinone and subsequent Michael-addition of the amino compounds with C-N bond formation. Conclusive analytical data (UV-vis data, MS spectra) for the respective o-quinone are provided. The second type of reaction included a homo-intermolecular dimerization probably with C-C and C-O bond formation to the proposed dibenzofuran derivatives. The heteromolecular reaction with the amino compounds yielded trimers consisting of homomolecular dimers and the amino compound connected via a C-N bond. The third reaction type started from epinephrine (adrenaline) which was oxidized by laccase and underwent an intramolecular Michael-addition to adrenochrome. The subsequent heteromolecular reaction resulted in the unusual substance class of cyclooctenes (diazocines). Differences between the reaction types in regard to the kind of o-hydroquinone, amino compound used and the types of product recovered are discussed. (C) 2015 Elsevier B.V. All rights reserved.