β-D-glucopyranosyl-(1,4)-β-D-glucopyranosyl-(1,3)-D-glucopyranose | 2597-84-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-glucopyranosyl-(1,4)-β-D-glucopyranosyl-(1,3)-D-glucopyranose
• 英文别名: G4G3G；β-Glc-1,4-β-Glc-1,3-Glc；Glc-β(1,4)-Glc-β(1,3)-Glc-OH；3beta-Cellobiosylglucose；(3R,4S,5R,6R)-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol
• CAS: 2597-84-4
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: NLCKNAHSPSUVER-NNULFTFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  β-D-glucopyranosyl-(1,4)-β-D-glucopyranosyl-(1,3)-D-glucopyranose 在 ammonium hydroxide 、 碳酸氢铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.17h， 生成
  参考文献：
  名称：

  Orthogonal Active-Site Labels for Mixed-Linkage endo-β-Glucanases

  摘要：

  DOI：

  10.1021/acschembio.1c00063
• 作为产物：
  描述：

  (2,3,4,6-tetra-O-acetyl-β-D-glucoyranosyl)-(1-4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide 在 sodium methylate 、 silver fluoride 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 22.5h， 生成 β-D-glucopyranosyl-(1,4)-β-D-glucopyranosyl-(1,3)-D-glucopyranose
  参考文献：
  名称：

  Expeditious synthesis of a new hexasaccharide using transglycosylation reaction catalyzed by Bacillus (1→3),(1→4)-β-d-glucan 4-glucanohydrolase

  摘要：

  Enzymatic hydrolysis of barley (1-->3),(1-->4)-beta-D-glucan using a recombinant (1-->3),(1-->4)-beta-glucanase from Bacillus licheniformis gives Glc beta 4Glc beta 3Glc isolated after acetylation in 49% yield. Conventional treatment produced the corresponding beta-fluoride which was carefully de-O-acetylated. A transglycosylation reaction with this substrate, catalyzed by the title enzyme, gave Glc beta 4Glc beta 3Glc beta 4Glc beta 4Glc beta 3Glc in 20% yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00212-2

文献信息

• Barley β-d-glucan exohydrolases. Substrate specificity and kinetic properties
  作者：Maria Hrmova、Geoffrey B. Fincher

  DOI：10.1016/s0008-6215(97)00257-7

  日期：1997.12

  exohydrolases (EC 3.2.1.58) from other sources, they can not be readily assigned to existing Enzyme Commission groups. However, amino acid sequence similarities suggest that the enzymes are members of the family 3 group of glycosyl hydrolases. The substrate specificities, action patterns, glycosyl transfer reactions and kinetic properties of the two β-glucan exohydrolases, purified from germinated barley (Hordeum

  摘要从发芽的大麦（大麦）中纯化得到的两种β-d-葡聚糖外水解酶和指定的同功酶ExoI和ExoII在一系列聚合的β-d-葡聚糖，β-连接的寡聚-d-葡萄糖苷和芳基β的水解过程中释放葡萄糖。 -d-葡萄糖苷。在检查的多糖底物中，尽管（1→3； 1→6）-和（1→3； 1→4）-β-d-葡聚糖也都偏向于（1→3）-β-葡聚糖。水解的。包含（1→2）-，（1→3）-，（1→4）-和（1→6）-β-连接的葡糖基残基的寡糖被两种酶水解，因此相对于在它们的底物中的连接位置。在高底物浓度（5–20 mM）下水解laminarabiose期间，可以检测到转糖基化反应。两种同工酶的最适pH均为5。25和钟形pH活性曲线。使用（1→3）-β-葡聚糖，指状海带的laminaran进行详细的动力学分析，可以计算出98和120μM的表观Km值，73和28 sec-1的催化速率常数（kcat）以及催化效率同功酶ExoI和ExoII的因子（kcat
• Orthogonal Active-Site Labels for Mixed-Linkage endo-β-Glucanases
  作者：Namrata Jain、Kazune Tamura、Guillaume Déjean、Filip Van Petegem、Harry Brumer

  DOI：10.1021/acschembio.1c00063

  日期：2021.10.15
• Expeditious synthesis of a new hexasaccharide using transglycosylation reaction catalyzed by Bacillus (1→3),(1→4)-β-d-glucan 4-glucanohydrolase
  作者：Josep-Lluı́s Viladot、Bruce Stone、Hugues Driguez、Antoni Planas

  DOI：10.1016/s0008-6215(98)00212-2

  日期：1998.9

  Enzymatic hydrolysis of barley (1-->3),(1-->4)-beta-D-glucan using a recombinant (1-->3),(1-->4)-beta-glucanase from Bacillus licheniformis gives Glc beta 4Glc beta 3Glc isolated after acetylation in 49% yield. Conventional treatment produced the corresponding beta-fluoride which was carefully de-O-acetylated. A transglycosylation reaction with this substrate, catalyzed by the title enzyme, gave Glc beta 4Glc beta 3Glc beta 4Glc beta 4Glc beta 3Glc in 20% yield. (C) 1998 Elsevier Science Ltd. All rights reserved.