uridine diphospho-[4-13C]-glucose

• 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: uridine diphospho-[4-13C]-glucose
• 英文别名: [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)(513C)oxan-2-yl] hydrogen phosphate
• 化学式: C₁₅H₂₄N₂O₁₇P₂
• 分子量: 567.295
• InChiKey: HSCJRCZFDFQWRP-QONPWJCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  292
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  尿苷-5'-三磷酸 、 D-葡萄糖-4-13C 在 hexokinase (EC 2.7.1.1) 、 phosphoglucomutase (EC 5.4.2.2) 、 uridine-5'-diphosphoglucose pyrophosphorylase (EC 2.7.7.9) 作用下， 以 水 为溶剂， 生成 uridine diphospho-[4-13C]-glucose
  参考文献：
  名称：

  High yielding one-pot enzyme-catalyzed synthesis of UDP-glucose in gram scales

  摘要：

  Uridine diphosphoglucose is an important cofactor of glucosylating enzymes. A simple and high yielding one-pot enzymatic synthesis of UDPG on a gram scale from glucose via hexokinase, phosphoglucomutase and UDPG pyrophosphorylase (UGPase) is described. Repetitive addition of substrate was used to avoid inhibition of UGPase. The approach allows recovery of active enzymes and their re-use. The synthesis of UDP-[4-C-13]-glucose on a 0.5 g scale resulted in a final yield of 70% and a purity of > 95% after chromatographic purification. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00122-7

文献信息

• High yielding one-pot enzyme-catalyzed synthesis of UDP-glucose in gram scales
  作者：Xueyan Ma、Joachim Stöckigt

  DOI：10.1016/s0008-6215(01)00122-7

  日期：2001.7

  Uridine diphosphoglucose is an important cofactor of glucosylating enzymes. A simple and high yielding one-pot enzymatic synthesis of UDPG on a gram scale from glucose via hexokinase, phosphoglucomutase and UDPG pyrophosphorylase (UGPase) is described. Repetitive addition of substrate was used to avoid inhibition of UGPase. The approach allows recovery of active enzymes and their re-use. The synthesis of UDP-[4-C-13]-glucose on a 0.5 g scale resulted in a final yield of 70% and a purity of > 95% after chromatographic purification. (C) 2001 Elsevier Science Ltd. All rights reserved.