6-methylaminouridine 5'-phosphate

• 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: 6-methylaminouridine 5'-phosphate
• 英文别名: [(2R,3S,4R,5R)-5-[6-(aminomethyl)-2,4-dioxopyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• 化学式: C₁₀H₁₆N₃O₉P
• 分子量: 353.226
• InChiKey: CMOFVQDRBMIHFJ-ZOQUXTDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  6-cyanouridine 5'-monophosphate 在 钯 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、6.08 MPa 条件下， 反应 2.0h， 生成 6-methylaminouridine 5'-phosphate
  参考文献：
  名称：

  OMP Decarboxylase:  An Experimental Test of Electrostatic Destabilization of the Enzyme−Substrate Complex

  摘要：

  6-Methylaminouridine 5'-phosphate (MAUMP) inhibits OMP decarboxylase (Ki = 3 x 10-6 M) maximally at pH values where its amino group is uncharged. Comparison of the chemical shift of free [7-13C]-MAUMP in solutions of varying pH, with that of the enzyme-bound species confirms that this inhibitor is bound with its amino group uncharged. This enzyme's apparent lack of affinity for a cationic substituent, located near the position that would ordinarily be occupied by the scissile carboxylate group of the substrate, does not appear to support the view that the E-S complex is destabilized by electrostatic repulsion in the ground state.

  DOI：

  10.1021/ja0450049

文献信息

• OMP Decarboxylase:  An Experimental Test of Electrostatic Destabilization of the Enzyme−Substrate Complex
  作者：Brian P. Callahan、Richard Wolfenden

  DOI：10.1021/ja0450049

  日期：2004.11.1

  6-Methylaminouridine 5'-phosphate (MAUMP) inhibits OMP decarboxylase (Ki = 3 x 10-6 M) maximally at pH values where its amino group is uncharged. Comparison of the chemical shift of free [7-13C]-MAUMP in solutions of varying pH, with that of the enzyme-bound species confirms that this inhibitor is bound with its amino group uncharged. This enzyme's apparent lack of affinity for a cationic substituent, located near the position that would ordinarily be occupied by the scissile carboxylate group of the substrate, does not appear to support the view that the E-S complex is destabilized by electrostatic repulsion in the ground state.