p-nitrophenyl β-D-xylopyranosyl-(1->4)-tris [(1->4)-β-D-(1->4)-xylopyranosyl]-β-D-xylopyranoside

• 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-xylopyranosyl-(1->4)-tris [(1->4)-β-D-(1->4)-xylopyranosyl]-β-D-xylopyranoside
• 英文别名: Xyl(b1-4)Xyl(b1-4)Xyl(b1-4)Xyl(b1-4)Xyl(b)-O-Ph(4-NO2)；(2S,3R,4S,5R)-2-[(3R,4R,5R,6S)-6-[(3R,4R,5R,6S)-6-[(3R,4R,5R,6S)-6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-(4-nitrophenoxy)oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxyoxane-3,4,5-triol
• 化学式: C₃₁H₄₅NO₂₃
• 分子量: 799.691
• InChiKey: KNTXSBJCKOPZIT-LUJORKPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.5
• 重原子数：
  55
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  361
• 氢给体数：
  11
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  对氟苯甲醇 、 p-nitrophenyl β-D-xylopyranosyl-(1->4)-tris [(1->4)-β-D-(1->4)-xylopyranosyl]-β-D-xylopyranoside 在 cellodextrin phosphorylase 作用下， 以 aq. buffer 为溶剂， 生成
  参考文献：
  名称：

  新型底物，用于自动和手动测定1,4-β-木聚糖内切酶。

  摘要：

  1，4-β-木聚糖内切酶（EC 3.2.1.8）被广泛应用于动物饲料，酿造，烘焙，生物燃料，洗涤剂和纸浆（纸）等行业。尽管其重要性，迄今为止尚未描述基于使用化学确定的底物对该酶进行快速，可靠，可再现，可自动化的测定。本文报道了一种新的酶偶联测定方法，称为XylX6测定法，其采用了新型底物，即4，6-O-（3-酮丁烯）-4-硝基苯基-β-45-O-葡糖基-木糖基opentaoside。本文讨论了底物和相关测定法的发展，并彻底研究了XylX6测定法与传统还原糖测定法获得的活性值之间的关系及其特异性和可重复性。

  DOI：

  10.1016/j.carres.2017.02.009
• 作为产物：
  描述：

  β-D-xylopyranosyl-(1 <*> 4)-tris<β-D-xylopyranosyl-(1 <*> 4)>-D-xylopyranose 、 对硝基苯酚 在 吡啶 、 乙酸酐 、 氢溴酸 、 溶剂黄146 作用下， 生成 p-nitrophenyl β-D-xylopyranosyl-(1->4)-tris [(1->4)-β-D-(1->4)-xylopyranosyl]-β-D-xylopyranoside
  参考文献：
  名称：

  新型底物，用于自动和手动测定1,4-β-木聚糖内切酶。

  摘要：

  1，4-β-木聚糖内切酶（EC 3.2.1.8）被广泛应用于动物饲料，酿造，烘焙，生物燃料，洗涤剂和纸浆（纸）等行业。尽管其重要性，迄今为止尚未描述基于使用化学确定的底物对该酶进行快速，可靠，可再现，可自动化的测定。本文报道了一种新的酶偶联测定方法，称为XylX6测定法，其采用了新型底物，即4，6-O-（3-酮丁烯）-4-硝基苯基-β-45-O-葡糖基-木糖基opentaoside。本文讨论了底物和相关测定法的发展，并彻底研究了XylX6测定法与传统还原糖测定法获得的活性值之间的关系及其特异性和可重复性。

  DOI：

  10.1016/j.carres.2017.02.009

文献信息

• Enzymatic synthesis of β-xylanase substrates: transglycosylation reactions of the β-xylosidase from Aspergillus sp.
  作者：Elena V Eneyskaya、Harry Brumer、Leon V Backinowsky、Dina R Ivanen、Anna A Kulminskaya、Konstantin A Shabalin、Kirill N Neustroev

  DOI：10.1016/s0008-6215(02)00467-6

  日期：2003.2

  A beta-D-xylosidase with molecular mass of 250 +/- 5 kDa consisting of two identical subunits was purified to homogeneity from a cultural filtrate of Aspergillus sp. The enzyme manifested high transglycosylation activity in transxylosylation with p-nitrophenyl P-D-xylopyranoside (PNP-X) as substrate, resulting in regio- and stereoselective synthesis of p-nitrophenyl (PNP) beta-(1 --> 4)-D-xylooligosaccharides with dp 2-7. All transfer products were isolated from the reaction mixtures by HPLC and their structures established by electrospray mass spectrometry and H-1 and C-13 NMR spectroscopy. The glycosides synthesised, beta-Xyl-1 --> (4-beta-Xyl-1 -->)(n)4-beta-Xyl-OC6H4NO2-p (n = 1 - 5), were tested as chromogenic substrates for family 10 beta-xylanase from Aspergillus orizae (XynA) and family 11 beta-xylanase I from Trichoderma reesei (XynT) by reversed-phase HPLC and UV-spectroscopy techniques. The action pattern of XynA against the foregoing PNP beta-(1 --> 4)-D-xylooligosaccharides differed from that of XynT in that the latter released PNP mainly from short PNP xylosides (dp 2 - 3) while the former liberated PNP from the entire set of substrates synthesised. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Novel substrates for the automated and manual assay of endo -1,4-β-xylanase
  作者：David Mangan、Claudio Cornaggia、Agnija Liadova、Niall McCormack、Ruth Ivory、Vincent A. McKie、Aaron Ormerod、Barry V. McCleary

  DOI：10.1016/j.carres.2017.02.009

  日期：2017.6

  reproducible, automatable assay for this enzyme that is based on the use of a chemically defined substrate has not been described to date. Reported herein is a new enzyme coupled assay procedure, termed the XylX6 assay, that employs a novel substrate, namely 4,6-O-(3-ketobutylidene)-4-nitrophenyl-β-45-O-glucosyl-xylopentaoside. The development of the substrate and associated assay is discussed here and

  1，4-β-木聚糖内切酶（EC 3.2.1.8）被广泛应用于动物饲料，酿造，烘焙，生物燃料，洗涤剂和纸浆（纸）等行业。尽管其重要性，迄今为止尚未描述基于使用化学确定的底物对该酶进行快速，可靠，可再现，可自动化的测定。本文报道了一种新的酶偶联测定方法，称为XylX6测定法，其采用了新型底物，即4，6-O-（3-酮丁烯）-4-硝基苯基-β-45-O-葡糖基-木糖基opentaoside。本文讨论了底物和相关测定法的发展，并彻底研究了XylX6测定法与传统还原糖测定法获得的活性值之间的关系及其特异性和可重复性。