p-Nitrophenyl-β-D-xylopyranoside | 6892-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-Nitrophenyl-β-D-xylopyranoside
• 英文别名: p-nitrophenyl α-L-arabinoside；pNP-α-L-Ara；p-Nitrophenyl beta-d-arabinofuranoside；(2R,3S,4S,5S)-2-(hydroxymethyl)-5-(4-nitrophenoxy)oxolane-3,4-diol
• CAS: 6892-58-6；22796-65-2；59495-69-1；99676-56-9
• 化学式: C₁₁H₁₃NO₇
• 分子量: 271.227
• InChiKey: DUYYBTBDYZXISX-CHWFTXMASA-N

物化性质

• 沸点：
  553.7±50.0 °C(Predicted)
• 密度：
  1.562±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  p-Nitrophenyl-β-D-xylopyranoside 在 dalcochinase F₁H₉₆ mutant 、 dalcochinase M₃₆₉E mutant 、 sodium acetate 作用下， 生成 对硝基苯酚
  参考文献：
  名称：

  Mutational analysis in the glycone binding pocket of Dalbergia cochinchinensis β-glucosidase to increase catalytic efficiency toward mannosides

  摘要：

  Dalcochinase and Abg are glycoside hydrolase family 1 beta-glucosidases from Dalbergia cochinchinensis Pierre and Agrobacterium sp., respectively, with 35% sequence identity. However, Abg shows much higher catalytic efficiencies toward a broad range of glycone substrates than dalcochinase does, possibly due to the difference in amino acid residues around their glycone binding pockets. Site-directed mutagenesis was used to replace the amino acid residues of dalcochinase with the corresponding residues of Abg, generating three single mutants, F196H, S251V, and M369E, as well as the corresponding three double mutants and one triple mutant. Among these, the F196H mutant showed increases in catalytic efficiency toward almost all glycoside substrates tested, with the most improved catalytic efficiency being a 3-fold increase for hydrolysis of p-nitrophenyl beta-D-mannoside, suggesting a preferred polar residue at this position and consistent with the presence of histidine at this position in two other GH1 glycosidases from barley and rice that prefer beta-mannosides. In addition, the M369E mutation resulted in a small increase in catalytic efficiency for cleavage of p-nitrophenyl beta-D-galactoside. By contrast, the multiple mutants were up to 8-fold less efficient than the recombinant wild-type dalcochinase, and displayed primarily antagonistic interactions between these residues. Thus, differences in catalytic efficiency between dalcochinase and Abg are therefore not primarily due to differences in the residues that directly contact the substrate, but derive largely from contributions from more remote residues and the overall architecture of the active site. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.10.018

文献信息

• THERMOPHILIC AND THERMOACIDOPHILIC BIOPOLYMER- DEGRADING GENES AND ENZYMES FROM ALICYCLOBACILLUS ACIDOCALDARIUS AND RELATED ORGANISMS, METHODS
  申请人：Battelle Energy Alliance, LLC

  公开号：EP2235174A1

  公开（公告）日：2010-10-06
• Thermophilic and thermoacidophilic biopolymer-degrading genes and enzymes from alicyclobacillus acidocaldarius and related organisms, methods
  申请人：Thompson David N.

  公开号：US20090203107A1

  公开（公告）日：2009-08-13

  Isolated and/or purified polypeptides and nucleic acid sequences encoding polypeptides from Alicyclobacillus acidocaldarius are provided. Further provided are methods of at least partially degrading, cleaving, or removing polysaccharides, lignocellulose, cellulose, hemicellulose, lignin, starch, chitin, polyhydroxybutyrate, heteroxylans, glycosides, xylan-, glucan-, galactan, or mannan-decorating groups using isolated and/or purified polypeptides and nucleic acid sequences encoding polypeptides from Alicyclobacillus acidocaldarius.
• Thermal and acid tolerant beta xylosidases, arabinofuranosidases, genes encoding, related organisms, and methods
  申请人：Thompson David N.

  公开号：US20100311110A1

  公开（公告）日：2010-12-09

  Isolated and/or purified polypeptides and nucleic acid sequences encoding polypeptides from Alicyclobacillus acidocaldarius and variations thereof are provided. Further provided are methods of at least partially degrading xylotriose, xylobiose, and/or arabinofuranose-substituted xylan using isolated and/or purified polypeptides and nucleic acid sequences encoding polypeptides from Alicyclobacillus acidocaldarius and variations thereof.
• US7858353B2
  申请人：——

  公开号：US7858353B2

  公开（公告）日：2010-12-28
• US8202716B2
  申请人：——

  公开号：US8202716B2

  公开（公告）日：2012-06-19