e-coelenterazine | 114496-02-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: e-coelenterazine
• 英文别名: 16-benzyl-5-hydroxy-13-[(4-hydroxyphenyl)methyl]-11,14,17-triazatetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2(7),3,5,13,15-hexaen-12-one
• CAS: 114496-02-5
• 化学式: C₂₈H₂₃N₃O₃
• 分子量: 449.509
• InChiKey: LSSJELUXTIYYDZ-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C
• 沸点：
  684.4±65.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  91.14
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-amino-3-phenylpropanenitrile 在 palladium on activated charcoal 、 镍 吡啶 、 盐酸 、 氢气 、 四氯化钛 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 吡啶 、 二氯甲烷 、 水 为溶剂， 生成 e-coelenterazine
  参考文献：
  名称：

  Synthesis and Chemiluminescence of Coelenterazine (OplophorusLuciferin) Analogues

  摘要：

  就腔肠素的化学发光而言，我们利用合成的几种腔肠素类似物研究了发光体腔肠酰胺的构象刚性和氢键对化学发光效率的影响。构象刚性具有增光作用，而与发射体形成氢键则会降低光产率。

  DOI：

  10.1246/bcsj.63.3132

文献信息

• NOVEL COELENTERAZINE COMPOUNDS AND METHODS OF USE
  申请人：PROLUME, LTD.

  公开号：US20170217969A1

  公开（公告）日：2017-08-03

  Calcium reacting photoproteins are a class of self-illuminating proteins that emit light upon contact with calcium. Fluorescent Proteins are small proteins that change the color of light when excited. Fluorescent Proteins and Calcium Activated Photoproteins can be used to enhance, dazzle, amaze, startle, and otherwise entertain an audience by their direct application on to the audience, surroundings, the actors, or sprayed on settings as in the newer 4D movies. The disclosure comprises novel Coelenterazine compounds and methods of use, including a simple delivery device for the photoprotein to create unique and novel cinematic, theatrical, stage, movie and musical concert optical effects by their luminous reaction upon contact with surfaces that contain calcium. Calcium is ubiquitous in and on most surfaces and in the environment; it is this unique property of calcium that makes this a novel use of the photoproteins for entertainment.

  钙反应光蛋白是一类自发发光的蛋白质，与钙接触时会发出光。荧光蛋白是一种小型蛋白质，当受到光的激发时会改变光的颜色。荧光蛋白和钙活化光蛋白可以通过直接应用于观众、环境、演员或喷洒在设置中（如新型4D电影）来增强、令人惊叹、震撼、惊艳并提供娱乐效果。本发明涉及新型荧光素化合物及其使用方法，包括一种简单的输送装置，可将光蛋白输送到含有钙的表面上，通过其与钙的反应产生独特的、新颖的电影、戏剧、舞台、音乐会光学效果，这是一种娱乐性的新用途。钙普遍存在于大多数表面和环境中，正是这种钙的独特性质使得光蛋白在娱乐方面具有新颖的应用价值。
• Synthesis of coelenterazine
  申请人：International Paper Company

  公开号：US11008326B2

  公开（公告）日：2021-05-18

  Disclosed herein are synthesis methods for coelenterazine. Also disclosed are articles including the coelenterazine and coelenterazine derivatives. Representative absorbent articles include disposable diapers and adult incontinence products.

  本文公开了腔肠素的合成方法。还公开了包括腔肠素和腔肠素衍生物的物品。具有代表性的吸收物品包括一次性尿布和成人失禁用品。
• Method for visually enhancing the experience of an audience during a performance
  申请人：PROLUME, LTD.

  公开号：US11034886B2

  公开（公告）日：2021-06-15

  Novel compounds in the classes of Imidazo[1,2-α]pyrazines and Imidazo[1,2-α]quinoxalines with a methoxy group modification show unique spectral properties when used as a substrate for luciferases and photo-proteins. Methoxy e-Coelenterazine, an Imidazo[1,2-α] quinoxaline shifts the emission wavelength by 80 nm to blue light compared to e-Coelenterazine, using Renilla reniformis luciferase. The novel analogues described here are useful in combination with fluorescent proteins to create BRET (bioluminescent resonance energy transfer) and for other luminescent assays. In addition these novel compounds can be used to enhance, dazzle, amaze, startle, and otherwise entertain an audience by their direct application on to the audience, surroundings, the actors, or sprayed on settings as in the newer 4D movies.

  带有甲氧基修饰的咪唑并[1,2-α]吡嗪类和咪唑并[1,2-α]喹喔啉类新化合物在用作荧光素酶和光蛋白的底物时显示出独特的光谱特性。与 e-Coelenterazine 相比，甲氧基 e-Coelenterazine（一种咪唑并[1,2-α]喹喔啉）能使雷尼拉肾形荧光素酶的发射波长向蓝光移动 80 纳米。这里介绍的新型类似物可与荧光蛋白结合，用于产生 BRET（生物发光共振能量转移）和其他发光检测。此外，这些新型化合物还可直接作用于观众、周围环境、演员，或喷洒在较新的 4D 电影中的场景上，从而增强、炫目、惊奇、惊吓或以其他方式娱乐观众。
• Full length kinase activity-conformation reporter
  申请人：UNIVERSITAT INNSBRUCK

  公开号：US11237173B2

  公开（公告）日：2022-02-01

  The present invention provides a reporter for a protein fragment complementation assay characterized in that the reporter is a fused protein comprising a first fragment, a second fragment and a protein kinase sequence section, wherein the first fragment and the second fragment are derived from different sections of the same split protein, and wherein the protein kinase sequence section intervenes between the first fragment and the second fragment and wherein the kinase sequence section comprises a kinase domain sequence and one or more regulatory sequence(s). Further the invention provides polynucleotides and cells encoding for the reporter as well as methods of conducting a protein fragment complementation assay with the reporter according to the invention.

  本发明提供了一种用于蛋白质片段互补检测的报告基因，其特征在于该报告基因是一种融合蛋白，包括第一片段、第二片段和蛋白质激酶序列部分，其中第一片段和第二片段来自同一分裂蛋白的不同部分，蛋白质激酶序列部分介于第一片段和第二片段之间，其中激酶序列部分包括激酶结构域序列和一个或多个调控序列。此外，本发明还提供了编码报告基因的多核苷酸和细胞，以及用本发明报告基因进行蛋白质片段互补检测的方法。
• TERANISHI, KATSUNORI;GOTO, TOSHIO, BULL. CHEM. SOC. JAP., 63,(1990) N1, C. 3132-3140
  作者：TERANISHI, KATSUNORI、GOTO, TOSHIO

  DOI：——

  日期：——