(1S,2S,3S,4R,5S)-5-aminocyclohexane-1,2,3,4-tetrol | 76496-86-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,3S,4R,5S)-5-aminocyclohexane-1,2,3,4-tetrol
• CAS: 76496-86-1
• 化学式: C₆H₁₃NO₄
• 分子量: 163.174
• InChiKey: QXQNRSUOYNMXDL-QYESYBIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  107
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1S,2S,3S,4R,5S)-5-aminocyclohexane-1,2,3,4-tetrol 在 BtrN 作用下， 生成 (2R,3S,4R,5S)-5-amino-2,3,4-trihydroxycyclohexanone
  参考文献：
  名称：

  A Consensus Mechanism for Radical SAM-Dependent Dehydrogenation? BtrN Contains Two [4Fe-4S] Clusters

  摘要：

  BtrN catalyzes the two-electron oxidation of the C3 secondary alcohol of 2-deoxy-scyllo-inosamine to the corresponding ketone and is a member of a subclass of radical S-adenosylmethionine (SAM) enzymes called radical SAM (RS) dehydrogenases. Like all RS enzymes, BtrN contains a [4Fe-4S] cluster that delivers an electron to SAM, inducing its cleavage to the common intermediate in RS reactions, the 5'-deoxyadenosyl 5'-radical. In this work, we show that BtrN contains an additional [4Fe-4S] cluster, thought to bind in contact with the substrate to facilitate loss of the second electron in the two-electron oxidation.

  DOI：

  10.1021/bi9022126