4-Methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazole-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazole-2-carboxylic acid
• 英文别名: 2-(2-Carboxy-4-methylthiazol-5-yl)ethyl phosphate；4-methyl-5-(2-phosphonooxyethyl)-1,3-thiazole-2-carboxylic acid
• 化学式: C₇H₁₀NO₆PS
• 分子量: 267.199
• InChiKey: XWECMAHAKFWYNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-Methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazole-2-carboxylic acid 在 thiamine phosphate synthase 、 potassium acetate 作用下， 反应 0.02h， 生成 phosphoric acid mono-[2-(2,7-dimethyl-5H-pyrimido[4,5-d]thiazolo[3,2-a]pyrimidin-8-yl)-ethyl] ester
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  Adenosine diphospho-5-beta-ethyl-4-methylthiazole-2-carboxylic acid 在 nucleotide pyrophosphatase 作用下， 生成 4-Methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazole-2-carboxylic acid 、 5'-腺嘌呤核苷酸
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• 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.