8-Mercaptoadenosin-5'-monophosphat | 34051-09-7

• 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: 8-Mercaptoadenosin-5'-monophosphat
• 英文别名: 8-Thio-AMP；6-amino-9-(O⁵-phosphono-β-D-ribofuranosyl)-7,9-dihydro-purine-8-thione；[(2R,3S,4R,5R)-5-(6-amino-8-sulfanylidene-7H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• CAS: 34051-09-7
• 化学式: C₁₀H₁₄N₅O₇PS
• 分子量: 379.29
• InChiKey: HUXVWFKUYYDDSZ-UUOKFMHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  216
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  8-Mercaptoadenosin-5'-monophosphat 生成 [(2R,3S,4R,5R)-5-(6-amino-8-iodopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
  参考文献：
  名称：

  TANAKA, SADAO;MATSUNAGA, ISAO;GAMAIKEH, SINITI;VAKABAYASI, KIESIGEH

  摘要：

  DOI：

文献信息

• Inhibition of inosinic acid dehydrogenase by 8-substituted purine nucleotides
  作者：Edward B. Skibo、Rich B. Meyer

  DOI：10.1021/jm00142a007

  日期：1981.10

  A series of 8-substituted derivatives of adenosine monophosphate (AMP) and inosine monophosphate (IMP) were synthesized and examined for their ability to inhibit Escherichia coli IMP dehydrogenase. All compounds studied were competitive inhibitors in IMP-dependent competition studies and lacked substrate activity. In oxidized nicotinamide adenine dinucleotide dependent studies, 8-(p-NO2PhCH2S)-IMP was noncompetitive and 8-(p-NO2PhCH2S)-AMP showed mixed inhibition. Multiple regression analysis showed that for the series of 8-(para-substituted-benzylthio)-AMPs and -IMPs, the electron-withdrawing ability of the para substituent on the benzylthio moiety correlated best with log Ki of the analogues.
• TANAKA, SADAO;MATSUNAGA, ISAO;GAMAIKEH, SINITI;VAKABAYASI, KIESIGEH
  作者：TANAKA, SADAO、MATSUNAGA, ISAO、GAMAIKEH, SINITI、VAKABAYASI, KIESIGEH

  DOI：——

  日期：——
• JPH0517467A
  申请人：——

  公开号：JPH0517467A

  公开（公告）日：1993-01-26