(S)-N-{4-[(Benzyloxycarbonylmethyl-carbamoyl)-methyl]-2-oxo-2H-chromen-7-yl}-3-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester | 525579-01-5

• 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: (S)-N-{4-[(Benzyloxycarbonylmethyl-carbamoyl)-methyl]-2-oxo-2H-chromen-7-yl}-3-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester
• CAS: 525579-01-5
• 化学式: C₄₃H₄₁N₃O₁₀
• 分子量: 759.813
• InChiKey: BBUKTWLVTJGIAU-DHUJRADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  56.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  179.34
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-N-{4-[(Benzyloxycarbonylmethyl-carbamoyl)-methyl]-2-oxo-2H-chromen-7-yl}-3-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以80%的产率得到2-[[2-[7-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]-2-oxochromen-4-yl]acetyl]amino]acetic acid
  参考文献：
  名称：

  Enzymatic Profiling System in a Small-Molecule Microarray

  摘要：

  We have developed a microarray-based strategy for detection of three major classes of hydrolytic enzymes on the basis of their catalytic activities. This enables the sensitive detection of proteins not merely by their bindings but rather by their enzymatic activities. This may provide a valuable tool for screening, identification, and characterization of new enzymes in a high-throughput fashion.

  DOI：

  10.1021/ol034233h
• 作为产物：
  描述：

  7-氨基-4-羧甲基香豆素 在 2,3,5-三甲基吡啶 、 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 (S)-N-{4-[(Benzyloxycarbonylmethyl-carbamoyl)-methyl]-2-oxo-2H-chromen-7-yl}-3-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester
  参考文献：
  名称：

  Enzymatic Profiling System in a Small-Molecule Microarray

  摘要：

  We have developed a microarray-based strategy for detection of three major classes of hydrolytic enzymes on the basis of their catalytic activities. This enables the sensitive detection of proteins not merely by their bindings but rather by their enzymatic activities. This may provide a valuable tool for screening, identification, and characterization of new enzymes in a high-throughput fashion.

  DOI：

  10.1021/ol034233h

文献信息

• Facile synthesis of 7-amino-4-carbamoylmethylcoumarin (ACC)-containing solid supports and Their corresponding fluorogenic protease substrates
  作者：Qing Zhu、Dong B Li、Mahesh Uttamchandani、Shao Q Yao

  DOI：10.1016/s0960-894x(03)00087-8

  日期：2003.3

  The bifunctional fluorophore, 7-amino-4-carbamoylmethylcoumarin (ACC) without any protection groups, was regioselectively attached to different solid supports functionalized with a primary amino group. The resulting resins were used to synthesize fluorogenic protease substrates with high yield and purity. (C) 2003 Elsevier Science Ltd. All rights reserved.