2-(Acetylamino)-2-deoxy-α-D-glucopyranosyl-1-O-D-myo-inositol Octaacetate | 75812-49-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(Acetylamino)-2-deoxy-α-D-glucopyranosyl-1-O-D-myo-inositol Octaacetate
• CAS: 75812-49-6
• 化学式: C₃₀H₄₁NO₁₉
• 分子量: 719.651
• InChiKey: AOWZNNXBBUKPMY-MTXWIEANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  50.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  257.96
• 氢给体数：
  1.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  2-(Acetylamino)-2-deoxy-α-D-glucopyranosyl-1-O-D-myo-inositol Octaacetate 在 magnesium methanolate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以63%的产率得到D-myo-inosityl 2-N-acetamido-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of 1-d- and 1-l-myo-inosityl 2-N-acetamido-2-deoxy-α-d-glucopyranoside establishes substrate specificity of the Mycobacterium tuberculosis enzyme AcGI deacetylase

  摘要：

  Mycothiol (MSH, 1-D-myo-inosityl 2-(N-acetyl-L-cysteinyl)amido-2-deoxy-alpha-D-glucopyrano side) is the principal low molecular weight thiol in actinomycetes. The enzyme 1-D-myo-inosityl 2-N-acetamido-2-deoxy-alpha-D-glucopyranoside deacetylase (AcGI deacetylase) is involved in the biosynthesis of MSH and forms the free amine 1-D-niyo-inosityl 2-amino-2-deoxy-alpha-D-glucopyranoside, which is used in the third of four steps of MSH biosynthesis. Here, we report the synthesis of two isomers of AcGL which contain either 1-L-myo-inositol or 1-D-myo-inositol. These synthetic products were used to investigate substrate specificity of the Mycobacterium tuberculosis enzyme AcGI deacetylase. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00154-8
• 作为产物：
  描述：

  乙酸酐 、 1L-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)-myo-inositol 以 吡啶 为溶剂， 反应 18.0h， 生成 2-(Acetylamino)-2-deoxy-α-D-glucopyranosyl-1-O-D-myo-inositol Octaacetate
  参考文献：
  名称：

  Microbial products. 5. Absolute configuration of aminoglycoside X-14847

  摘要：

  DOI：

  10.1021/jo00315a029