2-氯-4-硝基苯基-Β-纤维三糖苷 | 161597-23-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氯-4-硝基苯基-Β-纤维三糖苷
• 英文名称: 2-chloro-4-nitrophenyl cellotrioside
• 英文别名: 2-chloro-4-nitrophenyl β-cellotrioside；2-Chloro-4-nitrophenyl-b-cellotrioside；(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 161597-23-5
• 化学式: C₂₄H₃₄ClNO₁₈
• 分子量: 659.983
• InChiKey: KMYYNUOXSFGLNX-ZENQEEDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  304
• 氢给体数：
  10
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  苯甲醛二甲缩醛 、 2-氯-4-硝基苯基-Β-纤维三糖苷 在 对甲苯磺酸 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 以49%的产率得到4,6-O-benzylidene-2-chloro-4-nitrophenyl cellotrioside
  参考文献：
  名称：

  Novel substrates for the measurement of endo-1,4-β-glucanase (endo-cellulase)

  摘要：

  A specific and sensitive substrate for the assay of endo-1,4-beta-glucanase (cellulase) has been prepared. The substrate mixture comprises benzylidene end-blocked 2-chloro-4-nitrophenyl-beta-cellotrioside (BzCNPG3) in the presence of thermostable beta-glucosidase. Hydrolysis by exo-acting enzymes such as beta-glucosidase and exo-beta-glucanase is prevented by the presence of the benzylidene group on the non-reducing end D-glucosyl residue. On hydrolysis by cellulase, the 2-chloro-4-nitrophenyl-beta-glycoside is immediately hydrolysed to 2-chloro-4-nitrophenol and free D-glucose by the b-glucosidase in the substrate mixture. The reaction is terminated and colour developed by the addition of a weak alkaline solution. The assay procedure is simple to use, specific, accurate, robust and readily adapted to automation. This procedure should find widespread applications in biomass enzymology and in the specific assay of endo-1,4-beta-glucanase in general. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.12.001

文献信息

• Novel substrates for the measurement of endo-1,4-β-glucanase (endo-cellulase)
  作者：Barry V. McCleary、David Mangan、Robin Daly、Sébastien Fort、Ruth Ivory、Niall McCormack

  DOI：10.1016/j.carres.2013.12.001

  日期：2014.2

  A specific and sensitive substrate for the assay of endo-1,4-beta-glucanase (cellulase) has been prepared. The substrate mixture comprises benzylidene end-blocked 2-chloro-4-nitrophenyl-beta-cellotrioside (BzCNPG3) in the presence of thermostable beta-glucosidase. Hydrolysis by exo-acting enzymes such as beta-glucosidase and exo-beta-glucanase is prevented by the presence of the benzylidene group on the non-reducing end D-glucosyl residue. On hydrolysis by cellulase, the 2-chloro-4-nitrophenyl-beta-glycoside is immediately hydrolysed to 2-chloro-4-nitrophenol and free D-glucose by the b-glucosidase in the substrate mixture. The reaction is terminated and colour developed by the addition of a weak alkaline solution. The assay procedure is simple to use, specific, accurate, robust and readily adapted to automation. This procedure should find widespread applications in biomass enzymology and in the specific assay of endo-1,4-beta-glucanase in general. (C) 2013 Elsevier Ltd. All rights reserved.