4,5-二氢-2-[6-甲氧基-2-苯并噻唑基]-4-噻唑啉羧酸钠盐 | 3022-11-5

• 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
• 中文名称: 4,5-二氢-2-[6-甲氧基-2-苯并噻唑基]-4-噻唑啉羧酸钠盐
• 英文名称: luciferin 6'-methyl ether
• 英文别名: 2-(6-methoxy-benzothiazol-2-yl)-4,5-dihydro-thiazole-4-carboxylic acid；DL-2-(6-Methoxy-2-benzothiazolyl)-Δ²-thiazolin-4-carbonsaeure；6'-Methoxyluciferin；2-(6-Methoxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
• CAS: 3022-11-5
• 化学式: C₁₂H₁₀N₂O₃S₂
• 分子量: 294.355
• InChiKey: ZTQKCGHSTKIWFW-UHFFFAOYSA-N

物化性质

• 沸点：
  543.2±60.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 海关编码：
  2934999090

制备方法与用途

D-Luciferin 6'-甲基乙醚钠盐是一种萤火虫荧光素酶（luciferase）抑制剂，同时也是该酶催化合成二核苷多磷酸过程中的辅助因子。

反应信息

• 作为产物：
  描述：

  DL-半胱氨酸 、 2-氰基-6-甲氧基苯并噻唑 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 4,5-二氢-2-[6-甲氧基-2-苯并噻唑基]-4-噻唑啉羧酸钠盐
  参考文献：
  名称：

  Analogs of Firefly Luciferin

  摘要：

  DOI：

  10.1021/jo01018a054

文献信息

• Colorimetric and fluorescent dual probe based on a polythiophene derivative for the detection of cysteine and homocysteine
  作者：Zhiyi Yao、Hua Bai、Chun Li、Gaoquan Shi

  DOI：10.1039/c1cc11990g

  日期：——

  Colorimetric and fluorescent dual detection of cysteine (Cys) and homocysteine (Hcy) has been realized based on the ionic self-assembly of a cationic polythiophene derivative with aromatic derivatives of Cys and Hcy formed in situ.

  基于阳离子聚噻吩衍生物与谷氨酸（Cys）和同型半胱氨酸（Hcy）芳香衍生物原位形成的离子自组装，实现了对Cys和Hcy的比色法和荧光法双重检测。
• Luminescence-based methods and probes for measuring cytochrome P450 activity
  申请人：Cali James J.

  公开号：US20090023173A1

  公开（公告）日：2009-01-22

  The invention provides compounds, compositions, methods, substrates, and kits useful for analyzing the metabolic activity in cells, tissue, and animals and for screening test compounds for their effect on cytochrome P450 activity. In particular, a one-step and two-step methods using luminogenic molecules, e.g. luciferins or coelenterazines, that are cytochrome P450 substrates and that are also bioluminescent enzyme, e.g., luciferase, pro-substrates are provided. The present method further provides a method for stabilizing and prolonging the luminescent signal in a luciferase-based assay using luciferase stabilizing agents such as reversible luciferase inhibitors.

  本发明提供了化合物、组合物、方法、基质和工具，用于分析细胞、组织和动物中的代谢活动，并筛选测试化合物对细胞色素P450活性的影响。特别地，本发明提供了一步和两步方法，使用发光分子，例如荧光素或腔肠动物素，它们是细胞色素P450基质，同时也是生物发光酶，例如荧光素酶，以及前基质。本方法还提供了一种使用可逆荧光素酶抑制剂等荧光素酶稳定剂来稳定和延长荧光信号的荧光素酶基础检测的方法。
• LUMINESCENCE-BASED METHODS AND PROBES FOR MEASURING CYTOCHROME P450 ACTIVITY
  申请人：Cali James J.

  公开号：US20110003316A1

  公开（公告）日：2011-01-06

  The present invention provides methods, compositions, substrates, and kits useful for analyzing the metabolic activity in cells, tissue, and animals and for screening test compounds for their effect on cytochrome P450 activity. In particular, a one-step and two-step methods using luminogenic molecules, e.g. luciferin or coelenterazines, that are cytochrome P450 substrates and that are also bioluminescent enzyme, e.g., luciferase, pro-substrates are provided. Upon addition of the luciferin derivative or other luminogenic molecule into a P450 reaction, the P450 enzyme metabolizes the molecule into a bioluminescent enzyme substrate, e.g., luciferin and/or luciferin derivative metabolite, in a P450 reaction. The resulting metabolite(s) serves as a substrate of the bioluminescent enzyme, e.g., luciferase, in a second light-generating reaction. Luminescent cytochrome P450 assays with low background signals and high sensitivity are disclosed and isoform selectivity is demonstrated. The present invention also provides an improved method for performing luciferase reactions which employs added pyrophosphatase to remove inorganic pyrophosphate, a luciferase inhibitor which may be present in the reaction mixture as a contaminant or may be generated during the reaction. The present method further provides a method for stabilizing and prolonging the luminescent signal in a luciferase-based assay using luciferase stabilizing agents such as reversible luciferase inhibitors.

  本发明提供了用于分析细胞、组织和动物中代谢活性以及筛选测试化合物对细胞色素P450活性影响的方法、组成物、基质和试剂盒。具体而言，提供了使用发光分子，如荧光素或荧光素类，作为细胞色素P450底物和生物发光酶，如荧光素酶的一步和两步方法的原型。在将荧光素衍生物或其他发光分子加入到P450反应中时，P450酶将分解分子成为生物发光酶底物，如荧光素和/或荧光素衍生物代谢物，在P450反应中。生成的代谢物作为生物发光酶，如荧光素酶的底物，在第二个产生光的反应中使用。公开了具有低背景信号和高灵敏度的发光细胞色素P450测定，并证明了其亚型选择性。本发明还提供了一种改进的荧光素酶反应方法，该方法采用添加焦磷酸酶来去除无机焦磷酸盐，该酶是一种可能存在于反应混合物中的污染物或在反应过程中生成的荧光素酶抑制剂。本方法还提供了一种使用可逆荧光素酶抑制剂等荧光素酶稳定剂来稳定和延长荧光素酶基于发光的测定中发光信号的方法。
• 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
• LUMINOGENIC AND FLUOROGENIC COMPOUNDS AND METHODS TO DETECT MOLECULES OR CONDITIONS
  申请人：Promega Corporation

  公开号：EP2778234B1

  公开（公告）日：2017-09-27