N-acetyl-O'-(2-oxoethyl)-L-tyrosine ethyl ester | 1033470-96-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-acetyl-O'-(2-oxoethyl)-L-tyrosine ethyl ester
• CAS: 1033470-96-0
• 化学式: C₁₅H₁₉NO₅
• 分子量: 293.32
• InChiKey: YATPEKYPYGBVSL-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  81.7
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-acetyl-O'-(2-oxoethyl)-L-tyrosine ethyl ester 、 1-羟基-3-(磷酰氧基)-2-丙酮 在 fructose-1,6-bisphosphate aldolase (E_.C_. 4.1.2.13) 、 acid phosphatase (E_.C_. 3.1.3.2) 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以89%的产率得到N-acetyl-O'-(2R,3S,5-trihydroxy-4-oxopentyl)-L-tyrosine ethyl ester
  参考文献：
  名称：

  Chemoenzymatic synthesis of l-tyrosine derivative for a transketolase assay

  摘要：

  We have prepared an L-tyrosine derivative bearing a D-threo ketose moiety by a convenient chemoenzymatic route. This compound is of potential interest for developing stereospecific assays for enzymes catalyzing C-C bond cleavage such as transketolase. We showed in vitro by analytical studies (LC/MS and P-31 NMR) that this compound can release L-tyrosine in the presence of wild type TK extract and bovine serum albumin. This assay is the first step towards a mutant TK selection test that could be developed for yeast cells auxotrophic for L-tyrosine. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.099
• 作为产物：
  描述：

  N-acetyl-O'-(prop-2-enyl)-L-tyrosine ethyl ester 在 臭氧 、 二甲基硫 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到N-acetyl-O'-(2-oxoethyl)-L-tyrosine ethyl ester
  参考文献：
  名称：

  Chemoenzymatic synthesis of l-tyrosine derivative for a transketolase assay

  摘要：

  We have prepared an L-tyrosine derivative bearing a D-threo ketose moiety by a convenient chemoenzymatic route. This compound is of potential interest for developing stereospecific assays for enzymes catalyzing C-C bond cleavage such as transketolase. We showed in vitro by analytical studies (LC/MS and P-31 NMR) that this compound can release L-tyrosine in the presence of wild type TK extract and bovine serum albumin. This assay is the first step towards a mutant TK selection test that could be developed for yeast cells auxotrophic for L-tyrosine. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.099