11-[4-[(Z)-(3-methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]undecanoic acid | 775284-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 11-[4-[(Z)-(3-methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]undecanoic acid
• CAS: 775284-22-5
• 化学式: C₂₉H₃₅N₂O₂S
• 分子量: 475.675
• InChiKey: USLOTDZXULVUBP-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-(5,6,7-trimethyl-1,8-naphthyridin-2-yl)ethane-1,2-diamine 、 11-[4-[(Z)-(3-methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]undecanoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 以8.1%的产率得到11-[4-[(3-methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]-N-[2-[(5,6,7-trimethyl-1,8-naphthyridin-2-yl)amino]ethyl]undecanamide
  参考文献：
  名称：

  Abasic site-binding ligands conjugated with cyanine dyes for “off–on” fluorescence sensing of orphan nucleobases in DNA duplexes and DNA–RNA hybrids

  摘要：

  我们开发了一系列与氰基染料共轭的消旋位点结合配体，用于对 DNA 双链体和 DNAâRNA 杂交体中的孤核碱基进行 "offâon "荧光感应。

  DOI：

  10.1039/c3cc47717g

文献信息

• METHODS OF USING DYES IN ASSOCIATION WITH NUCLEIC ACID STAINING OR DETECTION AND ASSOCIATED TECHNOLOGY
  申请人：Mao Fei

  公开号：US20100009454A1

  公开（公告）日：2010-01-14

  Methods of using dyes and associated technology are provided. A dye, such as a monomeric dye or a dimeric dye, may be used in a nucleic acid gel staining application and/or a nucleic acid detection application. Such a dye and a salt that comprises an anion that is associated with a strong acid and a cation that is associated with a strong base may be used in such an application. A dimeric dye, such as a dimeric dye capable of forming a hairpin-like structure, may be used to stain and/or detect nucleic acids via a release-on-demand mechanism. A dimeric dye having low background fluorescence in the absence of nucleic acids and high fluorescence in the presence of nucleic acids, upon binding therewith, may be used to stain and/or detect nucleic acids.

  提供了使用染料及相关技术的方法。染料，如单体染料或二聚体染料，可用于核酸凝胶染色应用和/或核酸检测应用。这种染料和包含与强酸相关联的阴离子和与强碱相关联的阳离子的盐可以用于这种应用。一种二聚体染料，如能够形成类似发夹结构的二聚体染料，可通过按需释放机制用于染色和/或检测核酸。一种二聚体染料，在没有核酸存在时具有低背景荧光，与核酸结合后在核酸存在时具有高荧光，可用于染色和/或检测核酸。
• Methods of Using Dyes in Association with Nucleic Acid Staining or Detection and Associated Technology
  申请人：Biotium, Inc.

  公开号：US20140073058A1

  公开（公告）日：2014-03-13

  Methods of using dyes and associated technology are provided. A dye, such as a monomeric dye or a dimeric dye, may be used in a nucleic acid gel staining application and/or a nucleic acid detection application. Such a dye and a salt that comprises an anion that is associated with a strong acid and a cation that is associated with a strong base may be used in such an application. A dimeric dye, such as a dimeric dye capable of forming a hairpin-like structure, may be used to stain and/or detect nucleic acids via a release-on-demand mechanism. A dimeric dye having low background fluorescence in the absence of nucleic acids and high fluorescence in the presence of nucleic acids, upon binding therewith, may be used to stain and/or detect nucleic acids.

  提供了使用染料及相关技术的方法。染料，如单体染料或二聚体染料，可用于核酸凝胶染色应用和/或核酸检测应用。这样的染料和包含与强酸相关联的阴离子和与强碱相关联的阳离子的盐可以在这种应用中使用。二聚体染料，如能够形成类似发夹状结构的二聚体染料，可以通过按需释放机制用于染色和/或检测核酸。在没有核酸存在时具有低背景荧光而在与核酸结合后具有高荧光的二聚体染料，可用于染色和/或检测核酸。
• Dyes and Labeled Molecules
  申请人：AlleLogic Biosciences Corporation

  公开号：US20140106349A1

  公开（公告）日：2014-04-17

  Dimeric and trimeric nucleic acid dyes, and associated systems and methods are provided. Such a dye may form a hairpin-like structure that enables it to stain nucleic acids via a release-on-demand mechanism, for example. Such a dye may have low background fluorescence in the absence of nucleic acids and high fluorescence in the presence of nucleic acids, upon binding therewith, for example. A dye provided herein may be useful in a variety of applications, such as in DNA quantitation in real-time PCR, for example.

  提供了二聚和三聚核酸染料，以及相关系统和方法。这样的染料可以形成类似发夹的结构，使其通过按需释放机制染色核酸。例如，这样的染料在没有核酸存在时具有低背景荧光，在与核酸结合后具有高荧光，例如。本文提供的染料可以在各种应用中有用，例如在实时PCR中用于DNA定量。
• DYES AND LABELED MOLECULES
  申请人：Mao Fei

  公开号：US20100317016A1

  公开（公告）日：2010-12-16

  Dimeric and trimeric nucleic acid dyes, and associated systems and methods are provided. Such a dye may form a hairpin-like structure that enables it to stain nucleic acids via a release-on-demand mechanism, for example. Such a dye may have low background fluorescence in the absence of nucleic acids and high fluorescence in the presence of nucleic acids, upon binding therewith, for example. A dye provided herein may be useful in a variety of applications, such as in DNA quantitation in real-time PCR, for example.

  本文提供了二聚和三聚核酸染料及其相关系统和方法。这样的染料可以形成类似发夹的结构，从而通过按需释放机制染色核酸。例如，这样的染料在没有核酸存在时具有低背景荧光，在与核酸结合后具有高荧光。本文提供的染料可以在各种应用中有用，例如在实时PCR中进行DNA定量。
• The Hairpin Form of r(G4C2)exp in c9ALS/FTD Is Repeat-Associated Non-ATG Translated and a Target for Bioactive Small Molecules
  作者：Zi-Fu Wang、Andrei Ursu、Jessica L. Childs-Disney、Rea Guertler、Wang-Yong Yang、Viachaslau Bernat、Suzanne G. Rzuczek、Rita Fuerst、Yong-Jie Zhang、Tania F. Gendron、Ilyas Yildirim、Brendan G. Dwyer、Joseph E. Rice、Leonard Petrucelli、Matthew D. Disney

  DOI：10.1016/j.chembiol.2018.10.018

  日期：2019.2

  The most common genetic cause of amyotrophic lateral sclerosis (ALS) and frontotemporal dementia (FTD) is an expanded G(4)C(2) repeat [(G(4)C(2))(exp)] in C9ORF72. ALS/FTD-associated toxicity has been traced to the RNA transcribed from the repeat expansion [r(G(4)C(2))(exp)], which sequesters RNA-binding proteins (RBPs) and undergoes repeat-associated non-ATG (RAN) translation to generate toxic dipeptide repeats. Using in vitro and cell-based assays, we identified a small molecule (4) that selectively bound r(G(4)C(2))(exp), prevented sequestration of an RBP, and inhibited RAN translation. Indeed, biophysical characterization showed that 4 selectively bound the hairpin form of r(G(4)C(2))(exp), and nuclear magnetic resonance spectroscopy studies and molecular dynamics simulations defined this molecular recognition event. Cellular imaging revealed that 4 localized to r(G(4)C(2))(exp) cytoplasmic foci, the putative sites of RAN translation. Collectively, these studies highlight that the hairpin structure of r(G(4)C(2))(exp) is a therapeutically relevant target and small molecules that bind it can ameliorate c9ALS/FTD-associated toxicity.