[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-3,4-dihydroxy-5-(3-hydroxypropoxy)oxolan-2-yl]methyl hydrogen phosphate;azane

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-3,4-dihydroxy-5-(3-hydroxypropoxy)oxolan-2-yl]methyl hydrogen phosphate;azane
• 化学式: C₁₈H₂₉N₅O₁₅P₂*2H₃N
• 分子量: 651.461
• InChiKey: DBNZQHIOMPBXOP-KSJQKZGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.71
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  302
• 氢给体数：
  9
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  β-烟酰胺腺嘌呤二核苷酸 、 1,3-丙二醇 在 NADase 作用下， 反应 24.0h， 以64%的产率得到[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-3,4-dihydroxy-5-(3-hydroxypropoxy)oxolan-2-yl]methyl hydrogen phosphate;azane
  参考文献：
  名称：

  Terminal Diols as Efficient Substrates for Transglycosylational Activity of NAD Glycohydrolase

  摘要：

  Linear terminal alkane-diols have been shown to function as more efficient substrates of the transglycosylational activity of NAD+ glycohydrolase (NADase) than the corresponding respective 1-alkanols. A series of eight alkane-diols from ethane-1,2- to nonane-1,9-diols underwent an O-ADP-ribosylation in the incubation reaction with NAD/NADase to provide the corresponding ribosylated products. The structural properties of these products were characterized by 1H NMR and MS spectrometries. No substantial double ADP-ribosylation of the two hydroxy functions was observed which was initially expected in the diols of higher carbon number.

  DOI：

  10.1080/07328319908045592