2,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylopyranoside | 172218-63-2

• 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-xylopyranoside
• 英文别名: 2,4-Dinitrophenyl 2-deoxy-2-fluoro-b-D-xylopyranoside；(3R,4S,5R,6S)-6-(2,4-dinitrophenoxy)-5-fluorooxane-3,4-diol
• CAS: 172218-63-2
• 化学式: C₁₁H₁₁FN₂O₈
• 分子量: 318.215
• InChiKey: FFZAEQIDAVDSET-SNXWAXQRSA-N

物化性质

• 沸点：
  559.0±50.0 °C(Predicted)
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylopyranoside 在 吡啶 作用下， 以 1,4-二氧六环 为溶剂， 以29%的产率得到2,4-dinitrophenyl 3-O-acetyl-2-deoxy-2-fluoro-β-D-xylopyranoside
  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
• 作为产物：
  描述：

  1,3,4-tri-O-acetyl-2-deoxy-2-fluoro-α-D-xylopyranose 在 2,6-二甲基吡啶 、 calcium sulfate 、 氨 、 silver carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 4.5h， 生成 2,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylopyranoside
  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

• ACTIVE-SITE TITRATION OF GLYCOSYL HYDROLASES
  申请人：Novozymes A/S

  公开号：EP1658378A2

  公开（公告）日：2006-05-24
• Active-site titration of glycosyl hydrolases
  申请人：Christensen Hylling Lars Lehmann

  公开号：US20060205028A1

  公开（公告）日：2006-09-14

  The invention provides a method of screening for a property of a glycosyl hydrolase wherein the property is dependent on the concentration of the glycosyl hydrolase. The method comprises a step for determining the concentration of the glycosyl hydrolase by active site titration.
• [EN] ACTIVE-SITE TITRATION OF GLYCOSYL HYDROLASES<br/>[FR] TITRATION DES SITES ACTIFS DE GYLCOSYLE HYDROLASES
  申请人：NOVOZYMES AS

  公开号：WO2005017138A2

  公开（公告）日：2005-02-24

  The invention provides a method of screening for a property of a glycosyl hydrolase wherein the property is dependent on the concentration of the glycosyl hydrolase. The method comprises a step for determining the concentration of the glycosyl hydrolase by active site titration.
• 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.