(5,5'-(thiobis(methylene))bis(2,2-dimethyl-1,3-dioxane-5,5-diyl))dimethanethiol | 1335107-24-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5,5'-(thiobis(methylene))bis(2,2-dimethyl-1,3-dioxane-5,5-diyl))dimethanethiol
• 英文别名: [5-[[2,2-Dimethyl-5-(sulfanylmethyl)-1,3-dioxan-5-yl]methylsulfanylmethyl]-2,2-dimethyl-1,3-dioxan-5-yl]methanethiol；[5-[[2,2-dimethyl-5-(sulfanylmethyl)-1,3-dioxan-5-yl]methylsulfanylmethyl]-2,2-dimethyl-1,3-dioxan-5-yl]methanethiol
• CAS: 1335107-24-8
• 化学式: C₁₆H₃₀O₄S₃
• 分子量: 382.61
• InChiKey: VWBLZZOAYWTGIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (5,5'-(thiobis(methylene))bis(2,2-dimethyl-1,3-dioxane-5,5-diyl))dimethanethiol 在 四氢吡咯 、 caesium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 72.0h， 生成 4-(3-(4-(3,3,13,13-tetramethyl-2,4,12,14-tetraoxa-8,17,23-trithia-20-azadispiro[5.3.5.9]tetracosan-20-yl)phenyl)prop-2-enoyl)benzonitrile
  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：

  5,5-双(溴甲基)-2,2-二甲基-1,3-二氧六环 在 sodiumsulfide nonahydrate 、 氨 、 sodium 、 碳酸氢钠 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 104.25h， 生成 (5,5'-(thiobis(methylene))bis(2,2-dimethyl-1,3-dioxane-5,5-diyl))dimethanethiol
  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

文献信息

• Si-rhodamine based water-soluble fluorescent probe for bioimaging of Cu+
  作者：Xiaoyun Chai、Weiwei Zhu、Qingguo Meng、Ting Wang

  DOI：10.1016/j.cclet.2020.11.032

  日期：2021.1

  Abstract A Si-substituted rhodamine based water-soluble fluorescent probe bearing a tetrathia-azacrown was designed for fluorescence imaging of Cu+ with substantial affinity and selectivity. In physiological condition, the developed probe with outstanding water-solubility exhibits ultrahigh sensitivity to Cu+, ensuring the reliable fluorescence imaging in vivo.

  摘要设计了具有四硫杂氮杂ac素的Si-取代的若丹明基水溶性荧光探针，用于Cu +的荧光成像，具有显着的亲和力和选择性。在生理条件下，具有优异水溶性的已开发探针对Cu +表现出超高灵敏度，从而确保了可靠的体内荧光成像。