β-D-Galp-(1->4)-β-D-Galp-(1->4)-α-D-Glcp-(1->2)-β-D-Fruf | 143083-46-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-Galp-(1->4)-β-D-Galp-(1->4)-α-D-Glcp-(1->2)-β-D-Fruf
• CAS: 143083-46-9
• 化学式: C₂₄H₄₂O₂₁
• 分子量: 666.585
• InChiKey: JFISLVOULYSJEI-LUTZSYFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -9.75
• 重原子数：
  45.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  347.83
• 氢给体数：
  14.0
• 氢受体数：
  21.0

反应信息

• 作为产物：
  描述：

  Lactose 、 蔗糖 在 β-D-galactosidase EC 3.2.2.23 from Bacillus circulans 作用下， 以 aq. phosphate buffer 为溶剂， 反应 4.0h， 生成 Galβ1-4Galβ1-4Glc 、 β-D-Galp-(1->4)-β-D-Galp-(1->4)-α-D-Glcp-(1->2)-β-D-Fruf 、 低聚乳果糖 、 β-D-galactopyranosyl-(1->3)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside
  参考文献：
  名称：

  Effective Enzymatic Synthesis of Lactosucrose and Its Analogues by β-d-Galactosidase from Bacillus circulans

  摘要：

  In the present study, beta-D-galactosidase from Bacillus circulans was proved to be a suitable biocatalyst for the production of lactosucrose (beta-D-Galp-(1 -> 4)-alpha-D-Glcp-(1 -> 2)-beta-D-Fruf, I) and its analogues from lactose and sucrose. During the hydrolysis of lactose, the formation of four transfer products was followed by high performance liquid chromatography with refraction index detector. In addition, the transfer products were isolated from the reaction mixture and identified to be I, beta-D-Galp-(1 -> 3)-alpha-D-Glcp-(1 -> 2)-beta-D-Fruf (II), beta-D-Galp-(1 -> 4)-beta-D-Galp-(1 -> 4)-alpha,beta-D-Glcp (III), and beta-D-Galp-(1 -> 4)-beta-D-Galp-(1 -> 4)-alpha-D-Glcp-(1 -> 2)-beta-D-Fruf (IV) by mass spectrometry with an electrospray ionization source and nuclear magnetic resonance spectroscopy. The order for the production of the transfer products was III > I > IV > II in the initial stage of the reaction, and the same relationship was also observed for the hydrolytic rates of transfer products. Furthermore, the effects of synthetic conditions including reaction temperature, reaction time, concentration of substrate, molar ratio of donor/acceptor, and enzyme concentration on the formation of transfer products were examined. We found that the optimal synthetic conditions were different for the production of I and II. Under the optimal conditions, the amount of total transfer products kept increasing during the early 4 h incubation, and a maximum yield of 146 g/L for total transfer products was obtained at 4 h of reaction.

  DOI：

  10.1021/jf9002494