2,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylobioside | 156271-23-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylobioside
• 英文别名: Dnp2FXb；(2S,3R,4S,5R)-2-[(3R,4S,5R,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-4-hydroxyoxan-3-yl]oxyoxane-3,4,5-triol
• CAS: 156271-23-7
• 化学式: C₁₆H₁₉FN₂O₁₂
• 分子量: 450.331
• InChiKey: YIUHELLWGHNYQR-OXBKXAJBSA-N

物化性质

• 沸点：
  730.0±60.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  210
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  2,4-dinitrophenyl 3,2',3',4'-tetra-O-acetyl-2-deoxy-2-fluoro-β-D-xylobioside 在 氨 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以75%的产率得到2,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylobioside
  参考文献：
  名称：

  Syntheses and testing of substrates and mechanism-based inactivators for xylanases

  摘要：

  The syntheses of the 2,5- and 3,4-dinitrophenyl beta-xylobiosides by two separate routes are described, as well as the syntheses of the 2,4-dinitrophenyl beta-glycosides of 2-chloro-2-deoxyxylobiose and 2-deoxy-2-fluoro-xylobiose. Both the 3,4- and 2,5-dinitrophenyl beta-xylobiosides proved to be good substrates for the Bacillus subtilis xylanase, with k(cat)/K-m values of 1.0 and 34.4 mM(-1) s(-1), respectively. Excellent time-dependent inactivation of the exoxylanase/glucanase from Cellulomonas fimi was provided by 2,4-dinitrophenyl 2-deoxy-2-fluoro-beta-xylobioside,according to inactivation parameters of k(i) = 0.057 min(-1) and K-i = 0.0035 mM.

  DOI：

  10.1016/0008-6215(95)00080-d

文献信息

• Syntheses and testing of substrates and mechanism-based inactivators for xylanases
  作者：Lothar Ziser、Ika Setyawati、Stephen G. Withers

  DOI：10.1016/0008-6215(95)00080-d

  日期：1995.9

  The syntheses of the 2,5- and 3,4-dinitrophenyl beta-xylobiosides by two separate routes are described, as well as the syntheses of the 2,4-dinitrophenyl beta-glycosides of 2-chloro-2-deoxyxylobiose and 2-deoxy-2-fluoro-xylobiose. Both the 3,4- and 2,5-dinitrophenyl beta-xylobiosides proved to be good substrates for the Bacillus subtilis xylanase, with k(cat)/K-m values of 1.0 and 34.4 mM(-1) s(-1), respectively. Excellent time-dependent inactivation of the exoxylanase/glucanase from Cellulomonas fimi was provided by 2,4-dinitrophenyl 2-deoxy-2-fluoro-beta-xylobioside,according to inactivation parameters of k(i) = 0.057 min(-1) and K-i = 0.0035 mM.