2-chloro-4-nitrophenyl 5-O-feruloyl-α-L-arabinofuranoside | 1372609-56-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-4-nitrophenyl 5-O-feruloyl-α-L-arabinofuranoside
• 英文别名: [(2S,3R,4R,5S)-5-(2-chloro-4-nitrophenoxy)-3,4-dihydroxyoxolan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• CAS: 1372609-56-7
• 化学式: C₂₁H₂₀ClNO₁₀
• 分子量: 481.844
• InChiKey: FMMQCVFMAKTLSL-MJUUVYJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  161
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  在 四氢吡咯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以0.32 g的产率得到2-chloro-4-nitrophenyl 5-O-feruloyl-α-L-arabinofuranoside
  参考文献：
  名称：

  A practical high-throughput screening system for feruloyl esterases: Substrate design and evaluation

  摘要：

  Feruloyl esterases (FAEs) are a group of important industrial enzymes, which could hydrolyze the ester bonds between hydroxycinnamic acids and arabinose or galactose in hemicellulose present in plant cell walls. To establish a practical high-throughput screening system of feruoyl esterases, two new substrates with modified chromo- or fluoro-phore, 2-chloro-4-nitrophenyl ferulate (CNPF; 1b) and umbelliferyl 5-O-feruolyl-alpha-L-arabinofuranoside (UFA; 2a), were designed and synthesized. Both substrates provided significantly improved signal-to-noise ratio compared with previously known structural analogues. The chromogenic substrate CNPF could be readily adapted to the high-throughput screening of feruloyl esterase A from Aspergillus niger, one of the most studied FAEs, with the coefficient of variance of as low as 10.3% as determined for a single sequence library. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2011.08.011

文献信息

• A practical high-throughput screening system for feruloyl esterases: Substrate design and evaluation
  作者：Shuai-Bing Zhang、Xiao-Feng Ma、Xiao-Qiong Pei、Jing-Yuan Liu、Hua-Wu Shao、Zhong-Liu Wu

  DOI：10.1016/j.molcatb.2011.08.011

  日期：2012.1

  Feruloyl esterases (FAEs) are a group of important industrial enzymes, which could hydrolyze the ester bonds between hydroxycinnamic acids and arabinose or galactose in hemicellulose present in plant cell walls. To establish a practical high-throughput screening system of feruoyl esterases, two new substrates with modified chromo- or fluoro-phore, 2-chloro-4-nitrophenyl ferulate (CNPF; 1b) and umbelliferyl 5-O-feruolyl-alpha-L-arabinofuranoside (UFA; 2a), were designed and synthesized. Both substrates provided significantly improved signal-to-noise ratio compared with previously known structural analogues. The chromogenic substrate CNPF could be readily adapted to the high-throughput screening of feruloyl esterase A from Aspergillus niger, one of the most studied FAEs, with the coefficient of variance of as low as 10.3% as determined for a single sequence library. (C) 2011 Elsevier B.V. All rights reserved.