benzoic acid 5-acetylamino-4-[1-(2-benzenesulfonyl-ethoxycarbonyl)-ethoxy]-6-benzyloxy-3-[4,5-diacetoxy-6-acetoxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-ylmethyl ester | 914642-48-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzoic acid 5-acetylamino-4-[1-(2-benzenesulfonyl-ethoxycarbonyl)-ethoxy]-6-benzyloxy-3-[4,5-diacetoxy-6-acetoxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-ylmethyl ester
• CAS: 914642-48-1
• 化学式: C₄₈H₅₅Cl₃N₂O₂₀S
• 分子量: 1118.39
• InChiKey: SADOSEGKRNDTNP-XKCPHJHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  74.0
• 可旋转键数：
  22.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  279.22
• 氢给体数：
  2.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  benzoic acid 5-acetylamino-4-[1-(2-benzenesulfonyl-ethoxycarbonyl)-ethoxy]-6-benzyloxy-3-[4,5-diacetoxy-6-acetoxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-ylmethyl ester 、 乙酸酐 在 溶剂黄146 、 锌 、 吡啶 作用下， 反应 2.0h， 以85%的产率得到
  参考文献：
  名称：

  Characterization of a transglycosylase domain of Streptococcus pneumoniae PBP1b

  摘要：

  Inhibitors of transglycosylases may serve as potent antibiotics that are less prone to resistance development in bacterial pathogens. To facilitate the search of such compounds, a transglycosylase (TGase) domain of the membrane integral multidomain Streptococcus pneumoniae PBP1b was cloned and expressed. This TGase domain was characterized by a substrate-dependent fluorescence coupled enzyme assay and an inhibitor-tethered surface plasmon resonance binding assay. Both assays show that the catalytic efficiency of the domain is comparable to that of the monofunctional transglycosylases, and it is fully active in the absence of other domains. The isolation of the active TGase domain makes it possible to screen for potential antibiotics targeting transglycosylases. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.058
• 作为产物：
  描述：

  1-α-O-benzyl-N-acetyl-4,6-O-benzylidene muramic acid 2-phenylsulfonylethyl ester 在 吡啶 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 3 A molecular sieve 、 水 、 溶剂黄146 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 benzoic acid 5-acetylamino-4-[1-(2-benzenesulfonyl-ethoxycarbonyl)-ethoxy]-6-benzyloxy-3-[4,5-diacetoxy-6-acetoxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Characterization of a transglycosylase domain of Streptococcus pneumoniae PBP1b

  摘要：

  Inhibitors of transglycosylases may serve as potent antibiotics that are less prone to resistance development in bacterial pathogens. To facilitate the search of such compounds, a transglycosylase (TGase) domain of the membrane integral multidomain Streptococcus pneumoniae PBP1b was cloned and expressed. This TGase domain was characterized by a substrate-dependent fluorescence coupled enzyme assay and an inhibitor-tethered surface plasmon resonance binding assay. Both assays show that the catalytic efficiency of the domain is comparable to that of the monofunctional transglycosylases, and it is fully active in the absence of other domains. The isolation of the active TGase domain makes it possible to screen for potential antibiotics targeting transglycosylases. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.058