(S)-2-{6-[3-(tert-Butoxycarbonyl-methyl-amino)-propoxy]-quinolin-2-yl}-4,5-dihydro-thiazole-4-carboxylic acid methyl ester | 882674-42-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-{6-[3-(tert-Butoxycarbonyl-methyl-amino)-propoxy]-quinolin-2-yl}-4,5-dihydro-thiazole-4-carboxylic acid methyl ester
• 英文别名: methyl (4S)-2-[6-[3-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propoxy]quinolin-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate
• CAS: 882674-42-2
• 化学式: C₂₃H₂₉N₃O₅S
• 分子量: 459.566
• InChiKey: JVVMIOUVNYKDPG-LJQANCHMSA-N

物化性质

• 沸点：
  610.4±65.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (S)-2-{6-[3-(tert-Butoxycarbonyl-methyl-amino)-propoxy]-quinolin-2-yl}-4,5-dihydro-thiazole-4-carboxylic acid methyl ester 、 三氟乙酸 在 三异丙基硅烷 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  New Bioluminogenic Substrates for Monoamine Oxidase Assays

  摘要：

  Novel bioluminogenic substrates were designed for probing monoamine oxidase (MAO) activity based on a simple and effective beta-elimination strategy. By modifying the amino group and the central core of luciferin derivatives, we have developed a series of substrates useful for assays of MAO A or B, or both. One of these substrates, exhibiting low Km values and high signal-to-background ratios with both isozymes, was shown to accurately measure the Ki values of known MAO inhibitors. This substrate is a key component in the development of a highly sensitive homogeneous MAO assay for high-throughput screening (HTS) of compounds in drug discovery and for monitoring MAO activity in complex biological systems. This design strategy should be applicable to fluorogenic MAO substrates and could broaden the structural requirements of substrates for other enzyme assays.

  DOI：

  10.1021/ja058519o
• 作为产物：
  描述：

  2-cyano-6-hydroxyquinoline 在 potassium carbonate 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 0.17h， 生成 (S)-2-{6-[3-(tert-Butoxycarbonyl-methyl-amino)-propoxy]-quinolin-2-yl}-4,5-dihydro-thiazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  New Bioluminogenic Substrates for Monoamine Oxidase Assays

  摘要：

  Novel bioluminogenic substrates were designed for probing monoamine oxidase (MAO) activity based on a simple and effective beta-elimination strategy. By modifying the amino group and the central core of luciferin derivatives, we have developed a series of substrates useful for assays of MAO A or B, or both. One of these substrates, exhibiting low Km values and high signal-to-background ratios with both isozymes, was shown to accurately measure the Ki values of known MAO inhibitors. This substrate is a key component in the development of a highly sensitive homogeneous MAO assay for high-throughput screening (HTS) of compounds in drug discovery and for monitoring MAO activity in complex biological systems. This design strategy should be applicable to fluorogenic MAO substrates and could broaden the structural requirements of substrates for other enzyme assays.

  DOI：

  10.1021/ja058519o

文献信息

• LUMINOGENIC AND FLUOROGENIC COMPOUNDS AND METHODS TO DETECT MOLECULES OR CONDITIONS
  申请人：Promega Corporation

  公开号：US20140154716A1

  公开（公告）日：2014-06-05

  A method to detect the presence or amount of at least one molecule in a sample which employs a derivative of luciferin or a derivative of a fluorophore is provided. Compounds and compositions for carrying out the methods of the invention are also provided.

  本发明提供了一种检测样本中至少一种分子存在或数量的方法，该方法采用了luciferin的衍生物或荧光团的衍生物。还提供了用于执行本发明方法的化合物和组合物。
• Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
  申请人：Promega Corporation

  公开号：EP2277872B1

  公开（公告）日：2016-03-23
• US7951550B2
  申请人：——

  公开号：US7951550B2

  公开（公告）日：2011-05-31
• US8476450B2
  申请人：——

  公开号：US8476450B2

  公开（公告）日：2013-07-02
• New Bioluminogenic Substrates for Monoamine Oxidase Assays
  作者：Wenhui Zhou、Michael P. Valley、John Shultz、Erika M. Hawkins、Laurent Bernad、Troy Good、Dave Good、Terry L. Riss、Dieter H. Klaubert、Keith V. Wood

  DOI：10.1021/ja058519o

  日期：2006.3.1

  Novel bioluminogenic substrates were designed for probing monoamine oxidase (MAO) activity based on a simple and effective beta-elimination strategy. By modifying the amino group and the central core of luciferin derivatives, we have developed a series of substrates useful for assays of MAO A or B, or both. One of these substrates, exhibiting low Km values and high signal-to-background ratios with both isozymes, was shown to accurately measure the Ki values of known MAO inhibitors. This substrate is a key component in the development of a highly sensitive homogeneous MAO assay for high-throughput screening (HTS) of compounds in drug discovery and for monitoring MAO activity in complex biological systems. This design strategy should be applicable to fluorogenic MAO substrates and could broaden the structural requirements of substrates for other enzyme assays.