N-((S)-35-amino-34-oxo-38-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)-3,6,9,12,15,18,21,24,27,30-decaoxa-33-azaoctatriacontyl)-6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamide | 1241902-91-9

• 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: N-((S)-35-amino-34-oxo-38-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)-3,6,9,12,15,18,21,24,27,30-decaoxa-33-azaoctatriacontyl)-6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamide
• CAS: 1241902-91-9
• 化学式: C₅₃H₉₇BN₆O₁₆S
• 分子量: 1117.26
• InChiKey: QZNLVYVMKLHMOE-YXNAPXLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  77.0
• 可旋转键数：
  49.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  265.21
• 氢给体数：
  6.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  6-(马来酰亚胺基)己酸琥珀酰亚胺酯 、 N-((S)-35-amino-34-oxo-38-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)-3,6,9,12,15,18,21,24,27,30-decaoxa-33-azaoctatriacontyl)-6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamide 以 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到
  参考文献：
  名称：

  Probe molecule equipped with boronic acid moiety as a reversible cross-linking group improves its binding affinity

  摘要：

  Syntheses of biotinylated probe molecules of L-glutathione (GSH) equipped with boronic acid moiety and evaluation of their binding affinities against glutathione-S-transferase (GST) were described. It revealed that the presence of boronic acid moiety in an appropriate position enhances binding affinity of GSH probe toward GST probably by forming a reversible cross-link. Among prepared, the boronate-containing probe 8b exhibited the highest recovering ability of GST from Escherichia coli cell lysate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.052
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到N-((S)-35-amino-34-oxo-38-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)-3,6,9,12,15,18,21,24,27,30-decaoxa-33-azaoctatriacontyl)-6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamide
  参考文献：
  名称：

  Probe molecule equipped with boronic acid moiety as a reversible cross-linking group improves its binding affinity

  摘要：

  Syntheses of biotinylated probe molecules of L-glutathione (GSH) equipped with boronic acid moiety and evaluation of their binding affinities against glutathione-S-transferase (GST) were described. It revealed that the presence of boronic acid moiety in an appropriate position enhances binding affinity of GSH probe toward GST probably by forming a reversible cross-link. Among prepared, the boronate-containing probe 8b exhibited the highest recovering ability of GST from Escherichia coli cell lysate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.052