((12,32,52,72-Tetrahydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55,75-tetrayl)tetrakis(methylene))tetrakis(phosphonic acid) | 1208334-97-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: ((12,32,52,72-Tetrahydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55,75-tetrayl)tetrakis(methylene))tetrakis(phosphonic acid)
• 英文别名: [25,26,27,28-tetrahydroxy-11,17,23-tris(phosphonomethyl)-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-5-yl]methylphosphonic acid
• CAS: 1208334-97-7
• 化学式: C₂₈H₂₈O₁₆P₄S₄
• 分子量: 872.68
• InChiKey: RSFUXGSZQIRKIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  412
• 氢给体数：
  12
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  ((12,32,52,72-Tetrahydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55,75-tetrayl)tetrakis(methylene))tetrakis(phosphonic acid) 、 聚甘氨酸 以 水 为溶剂， 生成
  参考文献：
  名称：

  Thia- and Sulfonyl-Calix[4]Arene Methylphosphonous Acids: Synthesis, Structure, and Amino Acids Binding

  摘要：

  Thia- and sulfonyl-calix[4]arene methylphosphonous acids have been synthesized by hydrolysis of corresponding alkyl esters. Host-Guest complexation of the thiacalix[4]arene tetrakis-methylphosphonous acid with a series of 12 amino acids has been investigated by HPLC and molecular modeling methods. Stability constants of the complexes are within 53010,140M(1) in water contained solution.

  DOI：

  10.1080/10426507.2012.741164
• 作为产物：
  描述：

  15,35,55,75-Tetrakis(chloromethyl)-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,32,52,72-tetraol 在 盐酸 、 水 作用下， 生成 ((12,32,52,72-Tetrahydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,35,55,75-tetrayl)tetrakis(methylene))tetrakis(phosphonic acid)
  参考文献：
  名称：

  Thia- and Sulfonyl-Calix[4]Arene Methylphosphonous Acids: Synthesis, Structure, and Amino Acids Binding

  摘要：

  Thia- and sulfonyl-calix[4]arene methylphosphonous acids have been synthesized by hydrolysis of corresponding alkyl esters. Host-Guest complexation of the thiacalix[4]arene tetrakis-methylphosphonous acid with a series of 12 amino acids has been investigated by HPLC and molecular modeling methods. Stability constants of the complexes are within 53010,140M(1) in water contained solution.

  DOI：

  10.1080/10426507.2012.741164

文献信息

• Thiacalix[4]arene as molecular platform for design of alkaline phosphatase inhibitors
  作者：A. I. Vovk、L. A. Kononets、V. Yu. Tanchuk、A. B. Drapailo、V. I. Kalchenko、V. P. Kukhar

  DOI：10.1007/s10847-009-9607-9

  日期：2010.4

  Effect of thiacalix[4]arene platform on inhibition of alkaline phosphatase by macrocyclic phosphonate is presented in this article. Using tetrakis(dihydroxyphosphorylmethyl) derivatives we have found that phosphonate inhibitor on thiacalix[4]arene platform has displayed stronger inhibition properties towards alkaline phosphatases from bovine intestine mucosa, shrimp and human placenta than its structural calix[4]arene analogue. For elucidation of the molecular mechanism of the inhibition the tested macrocyclic compounds were docked computationally to the active site of alkaline phosphatase from shrimp. The role of thiacalix[4]arene platform in formation of the enzyme-inhibitor complex is discussed. Thiacalix[4]arene as molecular platform for design of alkaline phosphatase inhibitors

  本文介绍了硫杂六[4]炔平台对大环膦酸盐抑制碱性磷酸酶的影响。通过使用四(二羟基磷酰甲基)衍生物，我们发现硫杂[4]炔平台上的膦酸盐抑制剂对牛肠粘膜、虾和人类胎盘中的碱性磷酸酶的抑制作用要强于其结构上的钙[4]炔类似物。为了阐明抑制作用的分子机制，对测试的大环化合物与虾碱性磷酸酶的活性位点进行了对接计算。讨论了硫杂[4]烯平台在形成酶-抑制剂复合物中的作用。硫杂[4]炔作为设计碱性磷酸酶抑制剂的分子平台
• Phosphorylated Thiacalix[4]arenes
  作者：Andriy B. Drapailo、Sergiy G. Kharchenko、Svitlana V. Shishkina、Oleg V. Shishkin、Vitaly I. Kalchenko

  DOI：10.1080/10426507.2010.522636

  日期：2011.3.31

  Thiacalix[4]arenes bearing one, three, or four P=O containing groups at the upper or at the lower rim have been synthesized. Stereochemistry of the compounds was investigated by X-ray method.
• Thia- and Sulfonyl-Calix[4]Arene Methylphosphonous Acids: Synthesis, Structure, and Amino Acids Binding
  作者：S. G. Kharchenko、A. B. Drapailo、O. I. Kalchenko、G. D. Yampolska、S. V. Shishkina、O. V. Shishkin、V. I. Kalchenko

  DOI：10.1080/10426507.2012.741164

  日期：2013.1.1

  Thia- and sulfonyl-calix[4]arene methylphosphonous acids have been synthesized by hydrolysis of corresponding alkyl esters. Host-Guest complexation of the thiacalix[4]arene tetrakis-methylphosphonous acid with a series of 12 amino acids has been investigated by HPLC and molecular modeling methods. Stability constants of the complexes are within 53010,140M(1) in water contained solution.