Adenosine diphospho-5-beta-ethyl-4-methylthiazole-2-carboxylic acid

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: Adenosine diphospho-5-beta-ethyl-4-methylthiazole-2-carboxylic acid
• 英文别名: 5-[2-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxyethyl]-4-methyl-1,3-thiazole-2-carboxylic acid
• 化学式: C₁₇H₂₂N₆O₁₂P₂S
• 分子量: 596.408
• InChiKey: VGXBGQACJQRWLV-LKGUXBDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  300
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  Adenosine diphospho-5-beta-ethyl-4-methylthiazole-2-carboxylic acid 在 nucleotide diphosphatase 、 thiamine phosphate synthase magnesium chloride 、 hydroxymethyl pyrimidine pyrophosphate 作用下， 以 水 为溶剂， 反应 4.0h， 生成 醌肟腙
  参考文献：
  名称：

  Thiamin Biosynthesis in Eukaryotes:  Characterization of the Enzyme-Bound Product of Thiazole Synthase from Saccharomyces cerevisiae and Its Implications in Thiazole Biosynthesis

  摘要：

  The biosynthesis of thiamin pyrophosphate in eukaryotes is different from the prokaryotic biosynthesis and is poorly understood to date. Only one thiazole biosynthetic gene has been identified (Thi4 in Saccharomyces cerevisiae). Here we report the identification and characterization of a Thi4-bound metabolite that consists of the ADP adduct of 5-(2-hydroxyethyl)-4-methylthiazole-2-carboxylic acid. The unexpected structure of this compound yields the first insights into the mechanism of thiamin thiazole biosynthesis in eukaryotes.

  DOI：

  10.1021/ja061413o

文献信息

• Hazra, Amrita; Chatterjee, Abhishek; Begley, Tadhg P., Journal of the American Chemical Society, 2009, vol. 131, p. 3225 - 3229
  作者：Hazra, Amrita、Chatterjee, Abhishek、Begley, Tadhg P.

  DOI：——

  日期：——
• Thiamin Biosynthesis in Eukaryotes:  Characterization of the Enzyme-Bound Product of Thiazole Synthase from <i>Saccharomyces </i><i>c</i><i>erevisiae </i>and Its Implications in Thiazole Biosynthesis
  作者：Abhishek Chatterjee、Christopher T. Jurgenson、Frank C. Schroeder、Steven E. Ealick、Tadhg P. Begley

  DOI：10.1021/ja061413o

  日期：2006.6.1

  The biosynthesis of thiamin pyrophosphate in eukaryotes is different from the prokaryotic biosynthesis and is poorly understood to date. Only one thiazole biosynthetic gene has been identified (Thi4 in Saccharomyces cerevisiae). Here we report the identification and characterization of a Thi4-bound metabolite that consists of the ADP adduct of 5-(2-hydroxyethyl)-4-methylthiazole-2-carboxylic acid. The unexpected structure of this compound yields the first insights into the mechanism of thiamin thiazole biosynthesis in eukaryotes.