2',2'',3',3''-O-tetrabutyryl 1,N⁶-etheno NAD⁺

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （5'->5'）-二核苷酸
• 英文名称: 2',2'',3',3''-O-tetrabutyryl 1,N⁶-etheno NAD⁺
• 英文别名: [(2R,3R,4R,5R)-3,4-di(butanoyloxy)-5-(3-carbamoylpyridin-1-ium-1-yl)oxolan-2-yl]methyl [[(2R,3R,4R,5R)-3,4-di(butanoyloxy)-5-imidazo[2,1-f]purin-3-yloxolan-2-yl]methoxy-hydroxyphosphoryl] phosphate
• 化学式: C₃₉H₅₁N₇O₁₈P₂
• 分子量: 967.818
• InChiKey: IYDMSEOSESQFNS-BWWURDAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  66
• 可旋转键数：
  27
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  324
• 氢给体数：
  2
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  丁酸酐 、 烟酰胺1,N(6)-乙烯桥腺嘌呤二核苷酸 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以78%的产率得到2',2'',3',3''-O-tetrabutyryl 1,N⁶-etheno NAD⁺
  参考文献：
  名称：

  The Preparation of Butyrylated NAD⁺Type of Biological Molecules

  摘要：

  Butyrylated NAD(+) and its fluorescent analog, 1,N-6-etheno NAD(+) are prepared in good yields by employing two-phase system, i.e., water and CH2Cl2 containing dimethyaminopyridine and excess butyric anhydride. The reaction condition for this reaction is so specific that several other acylating conditions attempted were totally failed, and this developed methodology will be conveniently utilized for the further study of cyclic ADP-ribose (cADPR).

  DOI：

  10.1081/scc-120022168

文献信息

• The Preparation of Butyrylated NAD⁺Type of Biological Molecules
  作者：Ki-Jun Hwang、Beom-Tae Kim、Uh-Hyun Kim

  DOI：10.1081/scc-120022168

  日期：2003.1.8

  Butyrylated NAD(+) and its fluorescent analog, 1,N-6-etheno NAD(+) are prepared in good yields by employing two-phase system, i.e., water and CH2Cl2 containing dimethyaminopyridine and excess butyric anhydride. The reaction condition for this reaction is so specific that several other acylating conditions attempted were totally failed, and this developed methodology will be conveniently utilized for the further study of cyclic ADP-ribose (cADPR).