1D-2,3,6-tris-O-(benzyloxymethyl)myoinositol 1,4,5-tris(dibenzyl phosphate) | 1312185-55-9

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: 1D-2,3,6-tris-O-(benzyloxymethyl)myoinositol 1,4,5-tris(dibenzyl phosphate)
• CAS: 1312185-55-9
• 化学式: C₇₂H₇₅O₁₈P₃
• 分子量: 1321.3
• InChiKey: BCOFLFNKUOYKGQ-OLUSFEFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.46
• 重原子数：
  93.0
• 可旋转键数：
  39.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  189.66
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  1D-2,3,6-tris-O-(benzyloxymethyl)myoinositol 1,4,5-tris(dibenzyl phosphate) 在 20 % Pd(OH)2/C 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 72.0h， 以94%的产率得到D-myo-inositol 1,4,5-tris-phosphate hexasodium salt
  参考文献：
  名称：

  Fluorescent bis-cyclen tweezer receptors for inositol (1,4,5)-trisphosphate

  摘要：

  Herein, we report the development of two fluorescent sensors for inositol 1,4,5-trisphosphate (InsP(3)), containing either two free cyclen or zinc(II)/cyclen groups preorganized into a binding cleft. Preorganization was achieved using a rigid acridine backbone, which was also exploited for fluorescence signal transduction. In addition, click chemistry was used to facilitate receptor synthesis and produce triazole moieties that add to structural rigidity and recognition. In binding studies, both receptors were found to bind InsP(3) with high affinity (K-a = 0.5-1.0 x 10(6) M-1) in competitive media (1:1 methanol/water). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.092
• 作为产物：
  描述：

  C₇₂H₇₅O₁₇P₃ 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以75 mg的产率得到1D-2,3,6-tris-O-(benzyloxymethyl)myoinositol 1,4,5-tris(dibenzyl phosphate)
  参考文献：
  名称：

  Fluorescent bis-cyclen tweezer receptors for inositol (1,4,5)-trisphosphate

  摘要：

  Herein, we report the development of two fluorescent sensors for inositol 1,4,5-trisphosphate (InsP(3)), containing either two free cyclen or zinc(II)/cyclen groups preorganized into a binding cleft. Preorganization was achieved using a rigid acridine backbone, which was also exploited for fluorescence signal transduction. In addition, click chemistry was used to facilitate receptor synthesis and produce triazole moieties that add to structural rigidity and recognition. In binding studies, both receptors were found to bind InsP(3) with high affinity (K-a = 0.5-1.0 x 10(6) M-1) in competitive media (1:1 methanol/water). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.092