N-trifluoroacetyl-O'-(prop-2-enyl)-L-tyrosine ethyl ester | 1033470-91-5

• 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-trifluoroacetyl-O'-(prop-2-enyl)-L-tyrosine ethyl ester
• 英文别名: ethyl (2S)-3-(4-prop-2-enoxyphenyl)-2-[(2,2,2-trifluoroacetyl)amino]propanoate
• CAS: 1033470-91-5
• 化学式: C₁₆H₁₈F₃NO₄
• 分子量: 345.318
• InChiKey: JIKAGFXEWFSDDX-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-trifluoroacetyl-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62%的产率得到N-trifluoroacetyl-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
• 作为产物：
  描述：

  N-TFAc-L-TyrOEt 、 3-溴丙烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以62%的产率得到N-trifluoroacetyl-O'-(prop-2-enyl)-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

文献信息

• Chemoenzymatic synthesis of l-tyrosine derivative for a transketolase assay
  作者：Franck Charmantray、Virgil Hélaine、Angelika Làsikovà、Bertrand Legeret、Laurence Hecquet

  DOI：10.1016/j.tetlet.2008.03.099

  日期：2008.5

  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.