4-硝基苯基环丁烷羧酸酯 | 321865-45-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 4-硝基苯基环丁烷羧酸酯
• 英文名称: cyclobutanecarboxylic acid 4-nitrophenyl ester
• 英文别名: 4-nitrophenyl cyclobutanecarboxylate；p-nitrophenyl cyclobutanecarboxylate；Cyclobutanecarboxylic acid, 4-nitrophenyl ester；(4-nitrophenyl) cyclobutanecarboxylate
• CAS: 321865-45-6
• 化学式: C₁₁H₁₁NO₄
• mdl: MFCD25969982
• 分子量: 221.213
• InChiKey: ATLCVECBGGXGAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  60-62 °C
• 沸点：
  356.2±25.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)
• 保留指数：
  1789

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-硝基苯基环丁烷羧酸酯 在 4-二甲氨基吡啶 、 Bacillus subtilis 168 PnbA esterase 、 Bacillus subtilis 168 SrfAD esterase 、 N,N'-二环己基碳二亚胺 作用下， 以 二甲基亚砜 为溶剂， 反应 48.3h， 生成 4-硝基苯基乙酸酯
  参考文献：
  名称：

  Fingerprint lipolytic enzymes with chromogenic p-nitrophenyl esters of structurally diverse carboxylic acids

  摘要：

  A series of structurally diverse chromogenic esters, including a new compound (4-nitrophenyl 2-methylpentanoate), has been synthesized, constituting an array of 17 substrates which could be applied to rapidly fingerprint the activity of lipases or esterases to reveal their substrates specificity and functional characteristics. Combined with genetic technology such as "data mining" and directed evolution, such fingerprints might be a promising platform for discovery of potentially useful enzymes in industrial application. The fingerprint of commercially available Lipase-B from Candida antarctica as a model enzyme was first measured to confirm the reliability of this method. Then three new enzymes mined from genomic libraries were successfully fingerprinted, revealing the functional characteristics of those enzymes. Among them, the enzyme SrfAD was founded with specific substrate preference towards cycloalkyl carboxylic esters and aromatic esters, making it more promising in synthetic utilities than other tested enzymes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2011.07.010
• 作为产物：
  描述：

  4-硝基苯基硬脂酸酯 在 4-二甲氨基吡啶 、 Candida antarctica lipase B 、 Bacillus subtilis 168 SrfAD esterase 、 N,N'-二环己基碳二亚胺 作用下， 以 二甲基亚砜 为溶剂， 反应 56.35h， 生成 4-硝基苯基环丁烷羧酸酯
  参考文献：
  名称：

  Fingerprint lipolytic enzymes with chromogenic p-nitrophenyl esters of structurally diverse carboxylic acids

  摘要：

  A series of structurally diverse chromogenic esters, including a new compound (4-nitrophenyl 2-methylpentanoate), has been synthesized, constituting an array of 17 substrates which could be applied to rapidly fingerprint the activity of lipases or esterases to reveal their substrates specificity and functional characteristics. Combined with genetic technology such as "data mining" and directed evolution, such fingerprints might be a promising platform for discovery of potentially useful enzymes in industrial application. The fingerprint of commercially available Lipase-B from Candida antarctica as a model enzyme was first measured to confirm the reliability of this method. Then three new enzymes mined from genomic libraries were successfully fingerprinted, revealing the functional characteristics of those enzymes. Among them, the enzyme SrfAD was founded with specific substrate preference towards cycloalkyl carboxylic esters and aromatic esters, making it more promising in synthetic utilities than other tested enzymes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2011.07.010

文献信息

• Lee, Hai Whang; Yun, You-Sun; Lee, Bon-Su, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 11, p. 2302 - 2305
  作者：Lee, Hai Whang、Yun, You-Sun、Lee, Bon-Su、Koh, Han Joong、Lee, Ikchoon

  DOI：——

  日期：——
• Fingerprint lipolytic enzymes with chromogenic p-nitrophenyl esters of structurally diverse carboxylic acids
  作者：Le Qian、Jia-Yan Liu、Jia-Ying Liu、Hui-Lei Yu、Chun-Xiu Li、Jian-He Xu

  DOI：10.1016/j.molcatb.2011.07.010

  日期：2011.8

  A series of structurally diverse chromogenic esters, including a new compound (4-nitrophenyl 2-methylpentanoate), has been synthesized, constituting an array of 17 substrates which could be applied to rapidly fingerprint the activity of lipases or esterases to reveal their substrates specificity and functional characteristics. Combined with genetic technology such as "data mining" and directed evolution, such fingerprints might be a promising platform for discovery of potentially useful enzymes in industrial application. The fingerprint of commercially available Lipase-B from Candida antarctica as a model enzyme was first measured to confirm the reliability of this method. Then three new enzymes mined from genomic libraries were successfully fingerprinted, revealing the functional characteristics of those enzymes. Among them, the enzyme SrfAD was founded with specific substrate preference towards cycloalkyl carboxylic esters and aromatic esters, making it more promising in synthetic utilities than other tested enzymes. (C) 2011 Elsevier B.V. All rights reserved.