UDP-Glc | 14945-12-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: UDP-Glc
• 英文别名: TDP-glucose；TDP-Glc；Thyminribosid-diphosphatglucose；Thymidindiphosphat-D-glucose；[[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
• CAS: 14945-12-1
• 化学式: C₁₆H₂₆N₂O₁₇P₂
• 分子量: 580.333
• InChiKey: PNFJZOCDYNFHQC-ZATQAWDKSA-N

物化性质

• 密度：
  1.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  292
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  D-fructose 、 UDP-Glc 在 HEPES buffer 、 recombinant sucrose synthase 1 (SuSy₁) from potato 作用下， 生成 蔗糖
  参考文献：
  名称：

  马铃薯合成蔗糖类似物的重组蔗糖合酶1的供体底物谱

  摘要：

  为了合成新型蔗糖类似物，研究了马铃薯中重组蔗糖合酶1（SuSy1）的供体底物谱。以D-果糖为受体底物，SuSy1可以接受多种UDP活化的糖，例如UDP- N-乙酰基-α-D-葡萄糖胺（UDP-GlcNAc，2）（100％），UDP-α-D-葡萄糖醛酸（UDP-GlcA，3）（32％），UDP-α-D-木糖（UDP-Xyl，4）（39％），UDP-α-D-半乳糖（UDP-Gal，5）（23％），和UDP- N-乙酰基-α-D-半乳糖胺（UDP-GalNAc，6）（23％）。动力学分析表明，非天然供体2（k cat / K m 1.2 s -1  mM -1）和5（k cat / K m 0.01 s -1  mM -1）与UDP-Glc 1（k cat / K m 310.4 s -1  mM -1）相较较差。UDP-GlcNAc用于制备合成中，产生188 mg（0.5 mmol）2-乙酰氨

  DOI：

  10.1002/adsc.200303015
• 作为产物：
  描述：

  海藻糖 、 TDP 在 Pyrococcus horikoshii trehalose synthase 作用下， 反应 24.0h， 生成 UDP-Glc
  参考文献：
  名称：

  Catalytic reversibility of Pyrococcus horikoshii trehalose synthase: Efficient synthesis of several nucleoside diphosphate glucoses with enzyme recycling

  摘要：

  The trehalose synthase (TreT) from Pyrococcus horikoshii represented reversible catalysis in alternative synthesis of trehalose and nucleoside 5'-diphosphate-glucose (NDP-Glc), depending on the substrates involved. TreT from P. horikoshii had differential preferences on NDP-Glc as a donor for trehalose synthesis, in which guanosine 5'-diphosphate (GDP)-Glc was the most favored in terms of reaction specificity, k(cat)/K-m. Uridine 5'-diphosphate (UDP)- and adenosine 5'-diphosphate (ADP)-Glcs were employed with less preferences. This enzyme reversely cleaved trehalose to transfer the glucosyl moiety to various NDPs, efficiently producing NDP-Glcs. Although ADP-Glc was the least favorable donor, the counterpart, ADP, was the most favorable acceptor for the reverse synthesis of NDP-Glc in k(cat)/K-m. GDP and UDP were less preferred, compared to ADP. In a batch reaction of 12 h, the molar yield of NDP-Glc per NDP used was decreased approximately in the order of ADP-Glc > GDP-Glc > cytidine 5'-diphosphate (CDP)-Glc or UDP-Glc. The overall productivity of the enzyme was largely improved in a gram scale for NDP-Glcs using repetitive batch reactions with enzyme recycling. Thus, it is suggested that TreT from P. horikoshii may be useful for the regeneration of NDP-Glc from NDP, especially for ADP-Glc from ADP, with trehalose as a glucose resource. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.procbio.2010.07.030