3-(10-carboxydecyl)-2-methylbenzothiazol-3-ium bromide | 672308-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-(10-carboxydecyl)-2-methylbenzothiazol-3-ium bromide
• 英文别名: 11-(2-methyl-1,3-benzothiazol-3-ium-3-yl)undecanoic acid;bromide
• CAS: 672308-36-0
• 化学式: Br*C₁₉H₂₈NO₂S
• 分子量: 414.407
• InChiKey: XUWHWALQJXFCCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(10-carboxydecyl)-2-methylbenzothiazol-3-ium bromide 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 4-[3-[10-((S)-5-Amino-1-carboxy-pentylcarbamoyl)-decyl]-3H-benzothiazol-(2E)-ylidenemethyl]-1-methyl-quinolinium
  参考文献：
  名称：

  Thiazole Orange−Peptide Conjugates:  Sensitivity of DNA Binding to Chemical Structure

  摘要：

  Derivatives of the highly fluorescent and DNA-binding dye thiazole orange (TO) are described that feature appended peptides. Functionalization of TO can be achieved at either of the endocyclic nitrogens, and the photophysical properties and DNA-binding modes are sensitive to the position of the tethered peptide. A series of TO-peptide conjugates are described, demonstrating the utility of a solid-phase synthesis approach to their preparation and illustrating how the photophysical and DNA-binding properties of the compounds are influenced by chemical structure.

  DOI：

  10.1021/ol0362818
• 作为产物：
  描述：

  2-甲基苯并噻唑 、 11-溴十一酸 反应 5.0h， 以15%的产率得到3-(10-carboxydecyl)-2-methylbenzothiazol-3-ium bromide
  参考文献：
  名称：

  Thiazole Orange−Peptide Conjugates:  Sensitivity of DNA Binding to Chemical Structure

  摘要：

  Derivatives of the highly fluorescent and DNA-binding dye thiazole orange (TO) are described that feature appended peptides. Functionalization of TO can be achieved at either of the endocyclic nitrogens, and the photophysical properties and DNA-binding modes are sensitive to the position of the tethered peptide. A series of TO-peptide conjugates are described, demonstrating the utility of a solid-phase synthesis approach to their preparation and illustrating how the photophysical and DNA-binding properties of the compounds are influenced by chemical structure.

  DOI：

  10.1021/ol0362818

文献信息

• [EN] PHOTOTOXIC COMPOUNDS<br/>[FR] COMPOSES PHOTOTOXIQUES
  申请人：TRUSTEES BOSTON COLLEGE

  公开号：WO2005123105A1

  公开（公告）日：2005-12-29

  The invention discloses various phototoxic compounds which include a photosensitizer conjugated to a peptide or peptoid. Additionally, the invention discloses a method of making and using the various phototoxic compound. Furthermore, the invention discloses using such phototoxic compound for DNA cleavage and for causing cytotoxic effect in a biological system. Additionally, the present invention features using the phototoxic compound for treating diseases in a subject.

  本发明公开了多种光毒性化合物，其中包括与肽或peptoid共轭的光敏剂。此外，本发明还公开了一种制备和使用各种光毒性化合物的方法。此外，本发明还公开了使用这种光毒性化合物进行DNA断裂和在生物系统中引起细胞毒性效应的方法。此外，本发明还特别涉及使用这种光毒性化合物治疗主体中的疾病。