N-(4-{(4-{[14-{[(tert-butoxycarbonyl)amino]methyl}-8-(6-{[(tert-butoxycarbonyl)amino]methyl}-11,11-dimethyl-3,9-dioxo-5,10-dioxa-2,8-diazadodec-1-yl)-19,19-dimethyl-5,11,17-trioxo-7,13,18-trioxa-4,10,16-triazaicos-1-yl]oxy}phenyl)[4-(dimethylamino)phenyl]methylene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride | 1240125-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-{(4-{[14-{[(tert-butoxycarbonyl)amino]methyl}-8-(6-{[(tert-butoxycarbonyl)amino]methyl}-11,11-dimethyl-3,9-dioxo-5,10-dioxa-2,8-diazadodec-1-yl)-19,19-dimethyl-5,11,17-trioxo-7,13,18-trioxa-4,10,16-triazaicos-1-yl]oxy}phenyl)[4-(dimethylamino)phenyl]methylene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride
• 英文别名: MG-TT-Boc；N-(4-{(4-{[7-{[(tert-butoxycarbonyl)amino]methyl}-13-(6-{[(tert-butoxycarbonyl)amino]methyl}-11,11-dimethyl-3,9-dioxo-5,10-dioxa-2,8-diazadodec-1-yl)-2,2-dimethyl-4,10,16-trioxo-3,8,14-trioxa-5,11,17-triazaicosan-20-yl]oxy}phenyl)[4-(dimethylamino)phenyl]methylidene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride；[4-[[4-[3-[[2-[1,3-Bis[[2-[1,3-bis[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yloxy]acetyl]amino]propan-2-yloxy]acetyl]amino]propoxy]phenyl]-[4-(dimethylamino)phenyl]methylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;chloride；[4-[[4-[3-[[2-[1,3-bis[[2-[1,3-bis[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yloxy]acetyl]amino]propan-2-yloxy]acetyl]amino]propoxy]phenyl]-[4-(dimethylamino)phenyl]methylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;chloride
• CAS: 1240125-40-9
• 化学式: C₆₁H₉₄N₉O₁₅*Cl
• 分子量: 1228.92
• InChiKey: AYYGYKHBIKQDIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  86
• 可旋转键数：
  37
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  284
• 氢给体数：
  7
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  N-(4-{(4-{[14-{[(tert-butoxycarbonyl)amino]methyl}-8-(6-{[(tert-butoxycarbonyl)amino]methyl}-11,11-dimethyl-3,9-dioxo-5,10-dioxa-2,8-diazadodec-1-yl)-19,19-dimethyl-5,11,17-trioxo-7,13,18-trioxa-4,10,16-triazaicos-1-yl]oxy}phenyl)[4-(dimethylamino)phenyl]methylene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride 在 三氟乙酸 作用下， 以 氯仿 为溶剂， 生成 N-(4-{[4-({15-amino-14-(aminomethyl)-8-[({[(1,3-diaminopropan-2-yl)oxy]acetyl}amino)methyl]-5,11-dioxo-7,13-dioxa-4,10-diazapentadec-1-yl}oxy)phenyl][4-(dimethylamino)phenyl]methylidene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride
  参考文献：
  名称：

  [EN] QUENCHED DENDRIMERIC DYES FOR FLORESCENCE DETECTION
  [FR] COLORANTS DENDRIMÈRES DÉSACTIVÉS POUR DÉTECTION DE BRILLANT

  摘要：

  公开号：

  WO2010096388A4
• 作为产物：
  描述：

  N-[4-[{4-[3-({[(1,3-diaminopropan-2-yl)oxy]acetyl}amino)propoxy]phenyl}[4-(dimethylamino)phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-methanaminium chloride 、 N-(3-(tert-butoxycarbonylamino)-2-(ethoxycarbonylmethyloxy)prop-1-yl)carbamic acid 在 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以81%的产率得到N-(4-{(4-{[14-{[(tert-butoxycarbonyl)amino]methyl}-8-(6-{[(tert-butoxycarbonyl)amino]methyl}-11,11-dimethyl-3,9-dioxo-5,10-dioxa-2,8-diazadodec-1-yl)-19,19-dimethyl-5,11,17-trioxo-7,13,18-trioxa-4,10,16-triazaicos-1-yl]oxy}phenyl)[4-(dimethylamino)phenyl]methylene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride
  参考文献：
  名称：

  Fluorogenic Dendrons with Multiple Donor Chromophores as Bright Genetically Targeted and Activated Probes

  摘要：

  We have developed a class of dendron-based fluorogenic dyes (termed dyedrons) comprised of multiple cyanine (Cy3) donors coupled to a single malachite green (MG) acceptor that fluoresce only when the MG is noncovalently but specifically bound to a cognate single chain antibody (scFv). These cell-impermeant dyedrons exploit efficient intramolecular energy transfer from Cy3 donors to stoichiometrically amplify the fluorescence of MG chromophores that are activated by binding to the scFv. These chromophore enhancements, coupled with our optimized scFv, can significantly increase fluorescence emission generated by the dyedron/scFv complex to brightness levels several-fold greater than that for single fluorescent proteins and targeted small molecule fluorophores. Efficient intramolecular quenching of free dyedrons enables sensitive homogeneous (no wash) detection under typical tissue culture conditions, with undetectable nonspecific activation.

  DOI：

  10.1021/ja9099328

文献信息

• QUENCHED DENDRIMERIC DYES FOR FLUORESCENCE DETECTION
  申请人：Carnegie Mellon University

  公开号：EP2398860B1

  公开（公告）日：2013-11-20
• Quenched Dendrimeric Dyes for Florescence Detection
  申请人：Bruchez Marcel P.

  公开号：US20120058494A1

  公开（公告）日：2012-03-08

  The present invention presents designs for high extinction quenched “dyedrons” that can be activated by conversion of a single acceptor/quencher in the molecular assembly to a fluorescent state. The quencher is activated by noncovalent binding to a unique complementary expressible fluorogen activating peptide (FAP). In this way, the quencher serves as the homogeneous switch, receiving energy efficiently from each of the donor molecules of the dendronic antenna, and releasing it as fluorescence only when activated by binding. The sum of the extinction of the multiple dyes on the antenna will provide dramatic enhancements in the effective brightness of the probe in standard imaging systems. This approach provides a set of probes with exceptional brightness, specifically targeted to an expressed tag that activates the fluorescence of the dyedron.
• US9249306B2
  申请人：——

  公开号：US9249306B2

  公开（公告）日：2016-02-02
• Fluorogenic Dendrons with Multiple Donor Chromophores as Bright Genetically Targeted and Activated Probes
  作者：Christopher Szent-Gyorgyi、Brigitte F. Schmidt、James A. J. Fitzpatrick、Marcel P. Bruchez

  DOI：10.1021/ja9099328

  日期：2010.8.18

  We have developed a class of dendron-based fluorogenic dyes (termed dyedrons) comprised of multiple cyanine (Cy3) donors coupled to a single malachite green (MG) acceptor that fluoresce only when the MG is noncovalently but specifically bound to a cognate single chain antibody (scFv). These cell-impermeant dyedrons exploit efficient intramolecular energy transfer from Cy3 donors to stoichiometrically amplify the fluorescence of MG chromophores that are activated by binding to the scFv. These chromophore enhancements, coupled with our optimized scFv, can significantly increase fluorescence emission generated by the dyedron/scFv complex to brightness levels several-fold greater than that for single fluorescent proteins and targeted small molecule fluorophores. Efficient intramolecular quenching of free dyedrons enables sensitive homogeneous (no wash) detection under typical tissue culture conditions, with undetectable nonspecific activation.
• [EN] QUENCHED DENDRIMERIC DYES FOR FLORESCENCE DETECTION<br/>[FR] COLORANTS DENDRIMÈRES DÉSACTIVÉS POUR DÉTECTION DE BRILLANT
  申请人：UNIV CARNEGIE MELLON

  公开号：WO2010096388A4

  公开（公告）日：2011-07-21