[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]-3-hydroxypropoxy]-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate | 1404493-93-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: [(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]-3-hydroxypropoxy]-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
• CAS: 1404493-93-1
• 化学式: C₆₀H₇₉N₁₂O₄₀P₅
• 分子量: 1763.21
• InChiKey: JCUWFCDUOKXHLC-KVHPZYTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.6
• 重原子数：
  117
• 可旋转键数：
  36
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  679
• 氢给体数：
  13
• 氢受体数：
  40

反应信息

• 作为反应物：
  描述：

  谷胱甘肽 、 [(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]-3-hydroxypropoxy]-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate 在 乙酸–三乙胺 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes

  摘要：

  利用固相合成程序将[2,5-二甲基呋喃]-保护的马来酰亚胺置于寡核苷酸的两个内部位置和3'端。为此目的，制备了新的亚磷酰胺衍生物和包含受保护的马来酰亚胺部分的新固体载体。在所有情况下，马来酰亚胺脱保护（逆狄尔斯-阿尔德反应），然后与含硫醇化合物反应，得到目标缀合物。

  DOI：

  10.1039/c2ob26514a
• 作为产物：
  描述：

  以 甲苯 为溶剂， 反应 4.0h， 生成 [(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[(2R,3S,5R)-3-[[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]-3-hydroxypropoxy]-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl [(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
  参考文献：
  名称：

  Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes

  摘要：

  利用固相合成程序将[2,5-二甲基呋喃]-保护的马来酰亚胺置于寡核苷酸的两个内部位置和3'端。为此目的，制备了新的亚磷酰胺衍生物和包含受保护的马来酰亚胺部分的新固体载体。在所有情况下，马来酰亚胺脱保护（逆狄尔斯-阿尔德反应），然后与含硫醇化合物反应，得到目标缀合物。

  DOI：

  10.1039/c2ob26514a

文献信息

• Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes
  作者：Albert Sánchez、Enrique Pedroso、Anna Grandas

  DOI：10.1039/c2ob26514a

  日期：——

  [2,5-Dimethylfuran]-protected maleimides were placed at both internal positions and the 3′-end of oligonucleotides making use of solid-phase synthesis procedures. A new phosphoramidite derivative and a new solid support incorporating the protected maleimide moiety were prepared for this purpose. In all cases maleimide deprotection (retro-Diels–Alder reaction) followed by reaction with thiol-containing compounds afforded the target conjugate.

  利用固相合成程序将[2,5-二甲基呋喃]保护的马来酰亚胺置于寡核苷酸的内部位置和 3′ 端。为此，我们制备了一种新的磷酰胺衍生物和一种新的固体支持物，其中包含了受保护的马来酰亚胺分子。在所有情况下，马来酰亚胺脱保护（逆-Diels-Alder 反应），然后与含硫醇的化合物反应，就能得到目标共轭物。