1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium iodide | 865611-47-8

• 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: 1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium iodide
• 英文别名: 1-(5-carboxypentyl)-2,3,3-trimethylindolium iodide；1-(5-carboxyhexyl)-2,3,3-trimethylindolium iodide；1-(5-carboxylpentyl)-2,3,3-trimethyl-3H-indol-1-ium iodide；1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indolium iodide；6-(2,3,3-trimethylindol-1-ium-1-yl)hexanoic acid;iodide
• CAS: 865611-47-8
• 化学式: C₁₇H₂₄NO₂*I
• 分子量: 401.288
• InChiKey: DCUHPQGXEYMLAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.73
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium iodide 在 吡啶 、 4-二甲氨基吡啶 、 苯甲醚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 31.83h， 生成
  参考文献：
  名称：

  Storable Arylpalladium(II) Reagents for Alkene Labeling in Aqueous Media

  摘要：

  We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.

  DOI：

  10.1021/ja206339s
• 作为产物：
  描述：

  2,3,3-三甲基-3H-吲哚 、 6-溴己酸 在 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以59%的产率得到1-(5-carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium iodide
  参考文献：
  名称：

  用于检测细胞外超氧化物的模块化比例荧光探针的研制

  摘要：

  内源性分析物（例如超氧化物）的细胞外检测可以提供有关体内稳态和疾病（例如肿瘤发生）机制的重要见解。开发了一种带有荧光参比物和特定于分析物的接通染料的比例探针。通过将两个荧光团与基于模块肽-核酸-酸的接头连接，可确保检测细胞外环境中的ROS。在无细胞测定和细胞培养中评估并验证了ROS感应能力。

  DOI：

  10.1002/chem.201700563

文献信息

• 소광자 및 이의 용도
  申请人：SFC CO., LTD. 에스에프씨 주식회사(120060087061) Corp. No ▼ 135511-0105889BRN ▼134-81-54429

  公开号：KR20200067732A

  公开（公告）日：2020-06-12

  본 발명은 들뜬 에너지 준위에서 발광 특성을 나타내는 형광 물질에 대한 소광 효과를 나타내는 소광자와 이의 다양한 용도에 관한 것이다.

  这项发明涉及显示荧光效应的荧光物质在激发能级下的发光特性的荧光体以及其各种用途。
• An enzyme-triggered turn-on fluorescent probe based on carboxylate-induced detachment of a fluorescence quencher
  作者：Masahiro Oe、Koji Miki、Kouichi Ohe

  DOI：10.1039/d0ob00899k

  日期：——

  We developed a new class of turn-on fluorescent probes for an esterase. After the esterase-mediated hydrolysis produced carboxylate (as a fluorescence activator), the fluorescence intensity was markedly increased through the detachment of a quencher moiety from the quenched Cy5 fluorophore. Because the probes based on this new activator-induced quencher-detachment (AiQd) adopt a non-immolative linker

  我们为酯酶开发了一类新的开启荧光探针。在酯酶介导的水解产生羧酸盐（作为荧光激活剂）后，荧光强度通过从猝灭的 Cy5 荧光团中分离出来的猝灭剂部分显着增加。由于基于这种新型激活剂诱导的猝灭剂分离 (AiQd) 的探针在可切割位点和荧光团之间采用了非牺牲接头，因此酶促反应的速率大大提高，而不会产生任何副产物。
• Development of a Modular Ratiometric Fluorescent Probe for the Detection of Extracellular Superoxide
  作者：Diana Andina、Davide Brambilla、Noah Munzinger、Jasmine Frei、Cristina Zivko、Jean-Christophe Leroux、Paola Luciani

  DOI：10.1002/chem.201700563

  日期：2017.4.6

  endogeneous analytes (e.g., superoxide) can provide important insights into mechanisms of homeostasis and diseases, such as tumorigenesis. A ratiometric probe with a fluorescent reference and an analyte‐specific switch‐on dye was developed. Detection of ROS in the extracellular milieu was ensured by connecting the two fluorophores with a modular peptide‐nucleic‐acid‐based linker. The ROS‐sensing ability

  内源性分析物（例如超氧化物）的细胞外检测可以提供有关体内稳态和疾病（例如肿瘤发生）机制的重要见解。开发了一种带有荧光参比物和特定于分析物的接通染料的比例探针。通过将两个荧光团与基于模块肽-核酸-酸的接头连接，可确保检测细胞外环境中的ROS。在无细胞测定和细胞培养中评估并验证了ROS感应能力。
• Method and Reagent for Measuring Nitroreductase Enzyme Activity
  申请人：West Richard Martin

  公开号：US20080317674A1

  公开（公告）日：2008-12-25

  Disclosed are nitro-substituted squaraine reporter dyes and methods using such dyes for detecting nitroreductase enzyme activity and nitroreductase gene expression in cellular assays. The dyes are of the structure: in which Z 1 and Z 2 independently represent a phenyl or a naphthyl ring system; X and Y are selected from oxygen, sulphur, —CH═CH— and the group: R 1 and R 2 are selected from C 1 -C 4 alkyl, —(CH 2 ) n —P, —(CH 2 ) 2 —O} p —R 6 and group W; where P is selected from COOR 7 , SO 3 − and OH, W is mono- or di-substituted nitrobenzyl, R 6 is methyl or ethyl, R 7 is selected from H, C 1 -C 4 alkyl and CH 2 OC(O)R 8 , where R 8 is methyl, or t-butyl, n is an integer from 1 to 10, and p is an integer from 1 to 3; R 3 and R 4 are selected from hydrogen, NO 2 , halogen, SO 3 − , C 1 -C 4 alkoxy and —(CH 2 ) m , —COOR 7 ; where R 7 is hereinbefore defined and m is 0 or an integer from 1 to 5; R 5 is C 1 -C 6 alkyl optionally substituted with COOR 7 , SO 3 − , or OH; where R 7 is hereinbefore defined; and at least one of groups R 1 , R 2 , R 3 and R 4 comprises at least one N0 2 group. Also provided are methods for screening for a test agent whose effect upon nitroreductase enzyme activity and nitroreductase gene expression is to be determined.

  本发明涉及硝基取代的方酰亚胺报告染料，以及使用该染料在细胞分析中检测硝基还原酶酶活性和硝基还原酶基因表达的方法。该染料的结构为：其中，Z1和Z2分别表示苯环或萘环系统；X和Y选择自氧、硫、—CH═CH—和组：R1和R2选择自C1-C4烷基、—(CH2)n—P、—(CH2)2—O}p—R6和组W；其中，P选择自COOR7、SO3−和OH，W为单取代或二取代的硝基苯甲基，R6为甲基或乙基，R7选择自H、C1-C4烷基和CH2OC(O)R8，其中，R8选择为甲基或叔丁基，n为1至10的整数，p为1至3的整数；R3和R4选择自氢、NO2、卤素、SO3−、C1-C4烷氧基和—(CH2)m、—COOR7，其中，R7如前所述，m为0或1至5的整数；R5为C1-C6烷基，可选地取代为COOR7、SO3−或OH，其中，R7如前所述；且R1、R2、R3和R4中至少有一个含有至少一个NO2基团。本发明还提供了一种筛选测试剂的方法，以确定其对硝基还原酶酶活性和硝基还原酶基因表达的影响。
• METHOD AND REAGENT FOR MEASURING NITROREDUCTASE ENZYME ACTIVITY
  申请人：WEST RICHARD MARTIN

  公开号：US20090325209A1

  公开（公告）日：2009-12-31

  Disclosed are nitro-substituted squaraine reporter dyes and methods using such dyes for detecting nitroreductase enzyme activity and nitroreductase gene expression in cellular assays. The dyes are of the structure: in which Z 1 and Z 2 independently represent a phenyl or a naphthyl ring system; X and Y are selected from oxygen, sulphur, —CH═CH— and the group: R 1 and R 2 are selected from C 1 -C 4 alkyl, —(CH 2 ) n —P, —(CH 2 ) 2 —O} p —R 6 and group W; where P is selected from COOR 7 , SO 3 − and OH, W is mono- or di-substituted nitrobenzyl, R 6 is methyl or ethyl, R 7 is selected from H, C 1 -C 4 alkyl and CH 2 OC(O)R 8 , where R 8 is methyl, or t-butyl, n is an integer from 1 to 10, and p is an integer from 1 to 3; R 3 and R 4 are selected from hydrogen, NO 2 , halogen, SO 3 − , C 1 -C 4 alkoxy and —(CH 2 ) m —COOR 7 ; where R 7 is hereinbefore defined and m is 0 or an integer from 1 to 5; R 5 is C 1 -C 6 alkyl optionally substituted with COOR 7 , SO 3 − , or OH; where R 7 is hereinbefore defined; and at least one of groups R 1 , R 2 , R 3 and R 4 comprises at least one NO 2 group. Also provided are methods for screening for a test agent whose effect upon nitroreductase enzyme activity and nitroreductase gene expression is to be determined.

  本发明涉及硝基取代的方酰菁报告染料以及使用这些染料在细胞分析中检测硝基还原酶酶活性和硝基还原酶基因表达的方法。该染料具有以下结构：其中Z1和Z2独立地表示苯环或萘环系统；X和Y选自氧、硫、-CH═CH-和以下基团：R1和R2选自C1-C4烷基、-(CH2)n-P、-(CH2)2-O}p-R6和基团W；其中P选自COOR7、SO3-和OH，W是单取代或双取代的硝基苯甲基，R6是甲基或乙基，R7选自H、C1-C4烷基和CH2OC(O)R8，其中R8是甲基或叔丁基，n为1至10的整数，p为1至3的整数；R3和R4选自氢、NO2、卤素、SO3-、C1-C4烷氧基和-(CH2)m-COOR7；其中R7如上定义，m为0或1至5的整数；R5是C1-C6烷基，可选地被COOR7、SO3-或OH取代；其中R7如上定义；且R1、R2、R3和R4中至少有一个包含至少一个NO2基团。此外，还提供了用于筛选测试剂的方法，该测试剂的作用是确定其对硝基还原酶酶活性和硝基还原酶基因表达的影响。