N-(3-phenylpropanoyl)-L-Cys-OH | 1009810-06-3

• 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-(3-phenylpropanoyl)-L-Cys-OH
• 英文别名: (2R)-2-(3-phenylpropanoylamino)-3-sulfanylpropanoic acid
• CAS: 1009810-06-3
• 化学式: C₁₂H₁₅NO₃S
• 分子量: 253.322
• InChiKey: ASJFMCNYELOOJD-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-bis(phenylpropionyl)-L-cystine 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 生成 N-(3-phenylpropanoyl)-L-Cys-OH
  参考文献：
  名称：

  Dynamic Combinatorial Mass Spectrometry Leads to Metallo-β-lactamase Inhibitors

  摘要：

  The use of protein ESI mass spectrometry under non-denaturing conditions to analyze a dynamic combinatorial library of thiols/disulfides with the BcII metallo-beta-lactamase enabled the rapid identification of an inhibitor with a K-i of < 1 mu M. The study exemplifies the utility of protein-MS for screening dynamic mixtures of potential enzyme-inhibitors.

  DOI：

  10.1021/jm070866g

文献信息

• Ecological Base-Conditioned Preparation of Dipeptides Using Unprotected α-Amino Acids Containing Hydrophilic Side Chains
  作者：Tetsuya Ezawa、Seunghee Jung、Yuya Kawashima、Takuya Noguchi、Nobuyuki Imai

  DOI：10.1246/bcsj.20170035

  日期：2017.6.15

  The coupling reactions of 3-phenylpropanoic acid and N-carboxybenzyl α-amino acids with unprotected α-amino acids containing hydrophilic side chains such as aliphatic alcohol, aromatic alcohol, thiol, carboxylic acid, and amide afforded the corresponding amides in 66–96% yield without racemization via the corresponding mixed carbonic carboxylic anhydrides under basic conditions through an ecological

  3-苯基丙酸和N-羧基苄基α-氨基酸与含有亲水侧链的未保护α-氨基酸如脂肪醇、芳香醇、硫醇、羧酸和酰胺的偶联反应得到66-96%的相应酰胺通过生态绿色合成方法，在碱性条件下通过相应的混合碳酸酐不发生外消旋化的收率。
• Convenient Peptide Synthesis Using Unprotected α-Amino Acids Containing Another Hydrophilic Moiety under Basic Conditions
  作者：Takuya Noguchi、Seunghee Jung、Nobuyuki Imai

  DOI：10.1246/cl.2012.577

  日期：2012.6.5

  Carboxylic acids 1 and 7 reacted effectively with unprotected α-amino acids 2 containing another hydrophilic moiety under basic conditions via activation by ethyl chloroformate and triethylamine to afford the corresponding amides in 74–99% yields.

  在碱性条件下，羧酸 1 和 7 通过氯甲酸乙酯和三乙胺的活化作用，与含有另一个亲水分子的未受保护的 α- 氨基酸 2 发生有效反应，生成相应的酰胺，产率为 74-99%。
• Dynamic Combinatorial Mass Spectrometry Leads to Metallo-β-lactamase Inhibitors
  作者：Benoît M. R. Liénard、Rebekka Hüting、Patricia Lassaux、Moreno Galleni、Jean-Marie Frère、Christopher J. Schofield

  DOI：10.1021/jm070866g

  日期：2008.2.1

  The use of protein ESI mass spectrometry under non-denaturing conditions to analyze a dynamic combinatorial library of thiols/disulfides with the BcII metallo-beta-lactamase enabled the rapid identification of an inhibitor with a K-i of < 1 mu M. The study exemplifies the utility of protein-MS for screening dynamic mixtures of potential enzyme-inhibitors.