bis(2-pyridylmethyl)(8-hydroxyquinoline-5,7-bis(N,N-dimethyl)sulfonamide-2-methyl)amine | 866408-42-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: bis(2-pyridylmethyl)(8-hydroxyquinoline-5,7-bis(N,N-dimethyl)sulfonamide-2-methyl)amine
• 英文别名: 2-[[bis(pyridin-2-ylmethyl)amino]methyl]-8-hydroxy-5-N,5-N,7-N,7-N-tetramethylquinoline-5,7-disulfonamide
• CAS: 866408-42-6
• 化学式: C₂₆H₃₀N₆O₅S₂
• 分子量: 570.693
• InChiKey: ASIGKAYQMVMBNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  154
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  bis(2-pyridylmethyl)(8-hydroxyquinoline-5,7-bis(N,N-dimethyl)sulfonamide-2-methyl)amine 、 zinc(II) perchlorate 以 水 为溶剂， 生成
  参考文献：
  名称：

  A Sensitive Probe for the Detection of Zn(II) by Time-Resolved Fluorescence

  摘要：

  A new, highly sensitive fluorescent sensor for Zn(II) ion (a tris(2-pyridylmethyl)amine derivative) shows very strong binding and Zn(II) concentration-dependent biexponential time-resolved fluorescence (TRF) decay profiles that can be used for ratiometric estimates of Zn(II) concentrations. The ligand-metal complexes were characterized in solution by spectroscopic techniques and in the solid state by X-ray crystallography. The TRF studies revealed that the sensor aggregates in the absence of Zn(II) in a ligand concentration-dependent manner, a complication that is discerned by TRF but not by steady-state fluorescence ratiometric sensing techniques. It is shown that the same TRF methods are highly useful for monitoring Zn(II) concentrations in A549 epithelial lung cells in vitro and that the results were consistent with those in solution.

  DOI：

  10.1021/ja056631g
• 作为产物：
  描述：

  8-hydroxy-2-methylquinoline-5,7-bis(N,N-dimethyl)sulfonamide 在 selenium(IV) oxide 、 molecular sieve 、 三乙酰氧基硼氢化钠 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 120.0h， 生成 bis(2-pyridylmethyl)(8-hydroxyquinoline-5,7-bis(N,N-dimethyl)sulfonamide-2-methyl)amine
  参考文献：
  名称：

  A Sensitive Probe for the Detection of Zn(II) by Time-Resolved Fluorescence

  摘要：

  A new, highly sensitive fluorescent sensor for Zn(II) ion (a tris(2-pyridylmethyl)amine derivative) shows very strong binding and Zn(II) concentration-dependent biexponential time-resolved fluorescence (TRF) decay profiles that can be used for ratiometric estimates of Zn(II) concentrations. The ligand-metal complexes were characterized in solution by spectroscopic techniques and in the solid state by X-ray crystallography. The TRF studies revealed that the sensor aggregates in the absence of Zn(II) in a ligand concentration-dependent manner, a complication that is discerned by TRF but not by steady-state fluorescence ratiometric sensing techniques. It is shown that the same TRF methods are highly useful for monitoring Zn(II) concentrations in A549 epithelial lung cells in vitro and that the results were consistent with those in solution.

  DOI：

  10.1021/ja056631g

文献信息

• 8-Hydroxyquinoline tripodal metal ion probes
  申请人：Canary W. James

  公开号：US20050227365A1

  公开（公告）日：2005-10-13

  Highly sensitive fluorescent zinc or cadmium sensors are derived from 8-hydroxyquinaldine, a well-established fluorescent zinc probe, as a building block. High binding efficiency was achieved by incorporating two 8-hydroxyquninaldine moieties into a single ligand. Incorporation of sulfonamide groups further improved binding efficiency. The compounds make it possible to monitor zinc ion or cadmium ion concentration in the picomolar or femtomolar range.

  高灵敏度的荧光锌或镉传感器是由8-羟基喹啉衍生而来的，8-羟基喹啉是一个成熟的荧光锌探针，作为构建块。通过将两个8-羟基喹啉基团合并到一个配体中，实现了高结合效率。进一步加入磺酰胺基团可以进一步提高结合效率。这些化合物使得能够监测皮克摩尔或飞托摩尔范围内的锌离子或镉离子浓度成为可能。
• US7589209B2
  申请人：——

  公开号：US7589209B2

  公开（公告）日：2009-09-15
• A Sensitive Probe for the Detection of Zn(II) by Time-Resolved Fluorescence
  作者：Maksim Royzen、Alexander Durandin、Victor G. Young,、Nicholas E. Geacintov、James W. Canary

  DOI：10.1021/ja056631g

  日期：2006.3.1

  A new, highly sensitive fluorescent sensor for Zn(II) ion (a tris(2-pyridylmethyl)amine derivative) shows very strong binding and Zn(II) concentration-dependent biexponential time-resolved fluorescence (TRF) decay profiles that can be used for ratiometric estimates of Zn(II) concentrations. The ligand-metal complexes were characterized in solution by spectroscopic techniques and in the solid state by X-ray crystallography. The TRF studies revealed that the sensor aggregates in the absence of Zn(II) in a ligand concentration-dependent manner, a complication that is discerned by TRF but not by steady-state fluorescence ratiometric sensing techniques. It is shown that the same TRF methods are highly useful for monitoring Zn(II) concentrations in A549 epithelial lung cells in vitro and that the results were consistent with those in solution.