| 1441048-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• CAS: 1441048-12-9
• 化学式: C₃₂H₂₅N₃O₄
• 分子量: 515.568
• InChiKey: UWTQAYKDFBTYDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  99.07
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 zinc(II) perchlorate 作用下， 以 氘代二甲亚砜 为溶剂， 生成
  参考文献：
  名称：

  1,8-Naphthalimide-based ‘turn-on’ fluorescent sensor for the detection of zinc ion in aqueous media and its applications for bioimaging

  摘要：

  A 1,8-naphthalimide derivative (1) was intentionally designed and synthesized as a new turn-on fluorescent probe for the detection of zinc ion with high selectivity over other metal ions at pH 7.4 in aqueous media (CH3CN/HEPES, V/V=6:4). The reaction mechanism is attributed to the replacement of the protons of the O-H groups by zinc ion at the binding site and production of fluorescence which is blocked in the photo-induced electron transfer (PET) process. Remarkable enhancement of up to 13-fold in fluorescence intensity with a 38 nm red-shift was achieved in the detection of zinc ion. Compound 1 was successfully applied to the fluorescence imaging of zinc ion, with a fluorescence emission color produced in the cell nucleus different from that produced in the cytoplasm, in A549, BEAS-2B, CHO, Hela, and HepG2 cells. Furthermore, cytokinesis-block micronucleus (CBMN) assay was carried out in CHO cells using 1 and zinc ion as the imaging agents, showing that the 1-Zn2+ agent is a nucleic acid selective stain, which could be applied in MN assays in different kinds of cell lines. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.045
• 作为产物：
  描述：

  4-(5'-ethynylsalicylaldehyde)-N-butyl-1,8-naphthalimides 、 苯甲酰肼 以 乙醇 为溶剂， 反应 12.0h， 以58%的产率得到
  参考文献：
  名称：

  1,8-Naphthalimide-based ‘turn-on’ fluorescent sensor for the detection of zinc ion in aqueous media and its applications for bioimaging

  摘要：

  A 1,8-naphthalimide derivative (1) was intentionally designed and synthesized as a new turn-on fluorescent probe for the detection of zinc ion with high selectivity over other metal ions at pH 7.4 in aqueous media (CH3CN/HEPES, V/V=6:4). The reaction mechanism is attributed to the replacement of the protons of the O-H groups by zinc ion at the binding site and production of fluorescence which is blocked in the photo-induced electron transfer (PET) process. Remarkable enhancement of up to 13-fold in fluorescence intensity with a 38 nm red-shift was achieved in the detection of zinc ion. Compound 1 was successfully applied to the fluorescence imaging of zinc ion, with a fluorescence emission color produced in the cell nucleus different from that produced in the cytoplasm, in A549, BEAS-2B, CHO, Hela, and HepG2 cells. Furthermore, cytokinesis-block micronucleus (CBMN) assay was carried out in CHO cells using 1 and zinc ion as the imaging agents, showing that the 1-Zn2+ agent is a nucleic acid selective stain, which could be applied in MN assays in different kinds of cell lines. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.045