1-Ethyl-2,3,3,5,7-pentamethylindol-1-ium | 1072188-75-0

• 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-Ethyl-2,3,3,5,7-pentamethylindol-1-ium
• 英文别名: 1-ethyl-2,3,3,5,7-pentamethylindol-1-ium
• CAS: 1072188-75-0
• 化学式: C₁₅H₂₂N
• 分子量: 216.346
• InChiKey: HDQHADNVDRUYQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-Ethyl-2,3,3,5,7-pentamethylindol-1-ium 、 乙酸酐 、 盐酸-N-(3-苯氨基-2-丙烯亚基)苯胺 在 溶剂黄146 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  Water-soluble cyanine dyes for biological microchip technology

  摘要：

  新型吲哚二碳菁染料被合成，并测定了它们的谱学特性。对于等浓度的染料，在激发波长 λ = 635 nm 和 655 nm，以及发射波长 λ = 670 nm 和 690 nm 处，分别测量了相对荧光效率。

  DOI：

  10.1007/s11172-007-0387-3

文献信息

• New indodicarbocyanine dyes for the biological microchip technology
  作者：V. E. Kuznetsova、V. A. Vasiliskov、O. V. Antonova、V. M. Mikhailovich、A. S. Zasedatelev、A. V. Chudinov

  DOI：10.1134/s1068162008010184

  日期：2008.1

  New indodicarbocyanine dyes with the carboxybutyl group in position-3 of the indolenine fragment bearing methyl and sulfonic groups in positions 5 and 7 of the cycle were synthesized in order to find the most effective fluorescent labels for the biological microchip technology. The position of absorption and fluorescence maxima, the total charge of the dye molecule, and water solubility depend on the location and the total amount of methyl and sulfonic groups. The spectral characteristics of the dyes synthesized were determined. The relative fluorescence efficiencies of the dyes at equal concentrations were measured at excitation wavelengths of 635 and 655 nm and emission wavelengths of 670 and 690 nm, respectively.

  为寻找生物微芯片技术中最有效的荧光标记物，合成了吲哚碳菁染料，其吲哚啉部分的3位带有羧丁基，环的5位和7位分别带有甲基和磺酸基。染料的吸收和荧光最大值位置、分子总电荷以及水溶性取决于甲基和磺酸基的位置和总量。测定了所合成染料的光谱特性，并在激发波长为635nm和655nm，发射波长为670nm和690nm时，分别测量了等浓度染料的相对荧光效率。
• INDICYANINE DYES AND THE DERIVATIVES THEREOF FOR ANALYSING BIOLOGICAL MICROMOLECULES
  申请人：UCHREZHDENIE ROSSIISKOI AKADEMII NAUK INSTITUT MOLEKULYARNOI BIOLOGII IM. V.A. ENGELGARDTA RAN (IMB RAN)

  公开号：EP2157088A1

  公开（公告）日：2010-02-24

  The invention relates to two series of synthesised indolenine pentamethine dyes (37 compounds) comprising a reactive group in the third and fifth positions of the indolenine cycle, respectively. A method for producing, extracting and purifying the dyes and the precursors thereof, consisting in determining the absorption and fluorescence maxima, molecular extinction factors, fluorescence quantum yields, relative fluorescence effectiveness at excitation on a wavelength of 635 nm (detection of 670 nm) and 655 nm (detection of 690 nm), relative light stability and comparative sensitivity of detection of marked oligonucleotides on biochips of the claimed dyes, is disclosed. The use of the claimed dyes in the form of fluorescent marks for oligonucleotide and protein chips is also disclosed.

  本发明涉及两个系列的合成吲哚啉五甲胺染料（37 种化合物），它们分别在吲哚啉循环的第 3 位和第 5 位含有一个活性基团。本发明公开了一种生产、提取和纯化这些染料及其前体的方法，包括确定所称染料的吸收和荧光最大值、分子消光系数、荧光量子产率、在 635 纳米波长（检测 670 纳米波长）和 655 纳米波长（检测 690 纳米波长）激发下的相对荧光效力、相对光稳定性以及在生物芯片上检测标记寡核苷酸的比较灵敏度。还公开了所要求的染料以荧光标记的形式用于寡核苷酸和蛋白质芯片。
• [EN] INDICYANINE DYES AND THE DERIVATIVES THEREOF FOR ANALYSING BIOLOGICAL MICROMOLECULES<br/>[FR] COLORANTS D'INDOCYANINE FLUORESCENTS ET LEURS DÉRIVÉS DESTINÉS À L'ANALYSE DE MACROMOLÉCULES BIOLOGIQUES
  申请人：INST MOLEKULYARNOI BIOLOG IM V

  公开号：WO2008127139A1

  公开（公告）日：2008-10-23

  [EN] The invention relates to two series of synthesised indolenine pentamethine dyes (37 compounds) comprising a reactive group in the third and fifth positions of the indolenine cycle, respectively. A method for producing, extracting and purifying the dyes and the precursors thereof, consisting in determining the absorption and fluorescence maxima, molecular extinction factors, fluorescence quantum yields, relative fluorescence effectiveness at excitation on a wavelength of 635 nm (detection of 670 nm) and 655 nm (detection of 690 nm), relative light stability and comparative sensitivity of detection of marked oligonucleotides on biochips of the claimed dyes, is disclosed. The use of the claimed dyes in the form of fluorescent marks for oligonucleotide and protein chips is also disclosed.
  [FR] Selon l'invention, on a synthétisé deux séries de colorants de pentaméthyne d'indoléine (37 compositions) comprenant un groupe réactif dans les troisième et cinquième positions du cycle d'indoléine, respectivement. L'invention concerne également un procédé de fabrication, d'extraction et de purification de colorants et de leurs précurseurs. Pour les colorants faisant l'objet de cette invention on a déterminé les maxima d'absorption et de fluorescence, les coefficients d'extinction moléculaire, les sorties quantiques de fluorescence, l'efficacité relative de la fluorescence avec une excitation sur la longueur d'onde de 635 nm (enregistrement de 670 nm) et 655 nm (enregistrement de 690 nm), la résistance relative à la lumière, la sensibilité relative de détection d'oligonucléotides marqués sur des biopuces. L'invention concerne aussi l'utilisation de ces colorants en tant que marqueurs fluorescents pour micropuces protéiques ou oligonucléotidiques.
• Water-soluble cyanine dyes for biological microchip technology
  作者：V. E. Kuznetsova、T. A. Luk’yanova、V. A. Vasiliskov、O. V. Kharitonova、A. V. Chudinov、A. S. Zasedatelev

  DOI：10.1007/s11172-007-0387-3

  日期：2007.12

  Novel indodicarbocyanine dyes were obtained and their spectroscopic characteristics were determined. For equal concentrations of the dyes, the relative fluorescence efficiency was measured at the excitation wavelengths λ = 635 and 655 nm and the emission wavelengths λ = 670 and 690 nm, respectively.

  新型吲哚二碳菁染料被合成，并测定了它们的谱学特性。对于等浓度的染料，在激发波长 λ = 635 nm 和 655 nm，以及发射波长 λ = 670 nm 和 690 nm 处，分别测量了相对荧光效率。