(2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 3,4,5-trifluorobenzenesulfonate | 1335107-39-5

• 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: (2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 3,4,5-trifluorobenzenesulfonate
• CAS: 1335107-39-5
• 化学式: C₁₄H₁₇F₃O₅S
• 分子量: 354.347
• InChiKey: GBNRZOBGOAGJAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 3,4,5-trifluorobenzenesulfonate 在 吡啶 、 水 、 4-甲基苯磺酸吡啶 、 potassium carbonate 、 一水合肼 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 25.23h， 生成 4-(3-(4-cyanophenyl)-5-(4-(9,9,13,13-tetrakis(hydroxymethyl)-1,7,11-trithia-4-azacyclotetradecan-4-yl)phenyl)-4,5-dihydro-1H-pyrazol-1-yl)-3,5-difluorobenzene-1-sulfonic acid ammonium salt
  参考文献：
  名称：

  Designed To Dissolve: Suppression of Colloidal Aggregation of Cu(I)-Selective Fluorescent Probes in Aqueous Buffer and In-Gel Detection of a Metallochaperone

  摘要：

  Due to the lipophilicity of the metal-ion receptor, previously reported Cu(I)-selective fluorescent probes form colloidal aggregates, as revealed by dynamic light scattering. To address this problem, we have developed a hydrophilic triarylpyrazoline-based fluorescent probe, CTAP-2, that dissolves directly in water and shows a rapid, reversible, and highly selective 65-fold fluorescence turn-on response to Cu(I) in aqueous solution. CTAP-2 proved to be sufficiently sensitive for direct in-gel detection of Cu(I) bound to the metallochaperone Atoxl, demonstrating the potential for cation-selective fluorescent probes to serve as tools in metalloproteomics for identifying proteins with readily accessible metal-binding sites.

  DOI：

  10.1021/ja207004v
• 作为产物：
  描述：

  3,4,5-三氟苯磺酰氯 、 (2,2,5-三甲基-[1,3]二噁-5-基)甲醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以59%的产率得到(2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 3,4,5-trifluorobenzenesulfonate
  参考文献：
  名称：

  Designed To Dissolve: Suppression of Colloidal Aggregation of Cu(I)-Selective Fluorescent Probes in Aqueous Buffer and In-Gel Detection of a Metallochaperone

  摘要：

  Due to the lipophilicity of the metal-ion receptor, previously reported Cu(I)-selective fluorescent probes form colloidal aggregates, as revealed by dynamic light scattering. To address this problem, we have developed a hydrophilic triarylpyrazoline-based fluorescent probe, CTAP-2, that dissolves directly in water and shows a rapid, reversible, and highly selective 65-fold fluorescence turn-on response to Cu(I) in aqueous solution. CTAP-2 proved to be sufficiently sensitive for direct in-gel detection of Cu(I) bound to the metallochaperone Atoxl, demonstrating the potential for cation-selective fluorescent probes to serve as tools in metalloproteomics for identifying proteins with readily accessible metal-binding sites.

  DOI：

  10.1021/ja207004v