1-(4-carbomethoxybenzyl)-3,3-dimethyl-exo-methyleneindoline | 356521-76-1

• 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: 1-(4-carbomethoxybenzyl)-3,3-dimethyl-exo-methyleneindoline
• 英文别名: Methyl 4-[(3,3-dimethyl-2-methylideneindol-1-yl)methyl]benzoate；methyl 4-[(3,3-dimethyl-2-methylideneindol-1-yl)methyl]benzoate
• CAS: 356521-76-1
• 化学式: C₂₀H₂₁NO₂
• 分子量: 307.392
• InChiKey: ZLJZZNVUIGFINR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-carbomethoxybenzyl)-3,3-dimethyl-exo-methyleneindoline 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 生成 (4-((3',3'-dimethyl-6-nitrospiro[chromene-2,2'-indolin]-1'-yl)methyl)phenyl)methanol
  参考文献：
  名称：

  Photoswitched Singlet Energy Transfer in a Porphyrin−Spiropyran Dyad

  摘要：

  A photochromic nitrospiropyran moiety (Sp) has been covalently linked to a zinc (Pz,) and to a free-base (P-H2) porphyrin. In the resulting dyads (P-Zn-Sp(c) and P-H2-Sp(c)), the porphyrin first excited singlet states are unperturbed by the closed form of the attached spiropyran. Excitation of the spiropyran moiety of either dyad in the near-UV region results in ring opening to a merocyanine form (P-Sp,) that absorbs at 600 nm. The open form re-closes thermally in 2-methyltetrahydrofuran with a time constant of 20 s, or following irradiation into the 600 nm band. Excitation of the zinc porphyrin moiety in the merocyanine form of the dyad yields P-1(Zn)-Sp(o). The lifetime of the zinc porphyrin excited state is reduced from its usual value of 1.8 ns to 130 ps by singlet-singlet energy transfer to the merocyanine moiety to give P-Zn-(1)Sp(o). The quantum yield of energy transfer is 0.93. Quenching is also observed in the free base dyad, where P-1(H2)-Sp(o) and P-H2-(1)Sp(o) exchange singlet excitation energy. This photoswitchable quenching phenomenon provides light-activated control of the porphyrin excited states, and consequently control of any subsequent energy or electron-transfer processes that might be initiated by these excited states in more complex molecular photonic or optoelectronic devices.

  DOI：

  10.1021/ja010058t
• 作为产物：
  描述：

  2,3,3-三甲基-3H-吲哚 、 4-溴甲基苯甲酸甲酯 以 丁酮 为溶剂， 反应 24.0h， 以40%的产率得到1-(4-carbomethoxybenzyl)-3,3-dimethyl-exo-methyleneindoline
  参考文献：
  名称：

  Photoswitched Singlet Energy Transfer in a Porphyrin−Spiropyran Dyad

  摘要：

  A photochromic nitrospiropyran moiety (Sp) has been covalently linked to a zinc (Pz,) and to a free-base (P-H2) porphyrin. In the resulting dyads (P-Zn-Sp(c) and P-H2-Sp(c)), the porphyrin first excited singlet states are unperturbed by the closed form of the attached spiropyran. Excitation of the spiropyran moiety of either dyad in the near-UV region results in ring opening to a merocyanine form (P-Sp,) that absorbs at 600 nm. The open form re-closes thermally in 2-methyltetrahydrofuran with a time constant of 20 s, or following irradiation into the 600 nm band. Excitation of the zinc porphyrin moiety in the merocyanine form of the dyad yields P-1(Zn)-Sp(o). The lifetime of the zinc porphyrin excited state is reduced from its usual value of 1.8 ns to 130 ps by singlet-singlet energy transfer to the merocyanine moiety to give P-Zn-(1)Sp(o). The quantum yield of energy transfer is 0.93. Quenching is also observed in the free base dyad, where P-1(H2)-Sp(o) and P-H2-(1)Sp(o) exchange singlet excitation energy. This photoswitchable quenching phenomenon provides light-activated control of the porphyrin excited states, and consequently control of any subsequent energy or electron-transfer processes that might be initiated by these excited states in more complex molecular photonic or optoelectronic devices.

  DOI：

  10.1021/ja010058t

文献信息

• 一种通过流式细胞仪同时检测线粒体膜电位和质量的荧光探针及其合成方法
  申请人：泛肽生物科技（浙江）有限公司

  公开号：CN113292474A

  公开（公告）日：2021-08-24

  本发明涉及一种通过流式细胞仪同时检测线粒体膜电位和质量的荧光探针及其合成方法。针对现有荧光探针检测细胞内线粒体膜电位时需占用两个荧光通道、易与线粒体隔离等情况，本发明的探针在流式细胞仪上使用检测线粒体膜电位时，仅表现同一区段的激发波长范围，在同一荧光通道中检测，而且该探针在检测线粒体膜电位的同时可以检测线粒体的质量，达到联合评估线粒体的效果。
• Photoswitched Singlet Energy Transfer in a Porphyrin−Spiropyran Dyad
  作者：Jeffrey L. Bahr、Gerdenis Kodis、Linda de la Garza、Su Lin、Ana L. Moore、Thomas A. Moore、Devens Gust

  DOI：10.1021/ja010058t

  日期：2001.7.1

  A photochromic nitrospiropyran moiety (Sp) has been covalently linked to a zinc (Pz,) and to a free-base (P-H2) porphyrin. In the resulting dyads (P-Zn-Sp(c) and P-H2-Sp(c)), the porphyrin first excited singlet states are unperturbed by the closed form of the attached spiropyran. Excitation of the spiropyran moiety of either dyad in the near-UV region results in ring opening to a merocyanine form (P-Sp,) that absorbs at 600 nm. The open form re-closes thermally in 2-methyltetrahydrofuran with a time constant of 20 s, or following irradiation into the 600 nm band. Excitation of the zinc porphyrin moiety in the merocyanine form of the dyad yields P-1(Zn)-Sp(o). The lifetime of the zinc porphyrin excited state is reduced from its usual value of 1.8 ns to 130 ps by singlet-singlet energy transfer to the merocyanine moiety to give P-Zn-(1)Sp(o). The quantum yield of energy transfer is 0.93. Quenching is also observed in the free base dyad, where P-1(H2)-Sp(o) and P-H2-(1)Sp(o) exchange singlet excitation energy. This photoswitchable quenching phenomenon provides light-activated control of the porphyrin excited states, and consequently control of any subsequent energy or electron-transfer processes that might be initiated by these excited states in more complex molecular photonic or optoelectronic devices.