(R)-2-[2-((R)-2-Acetylamino-propionylamino)-acetylamino]-N-dodecyl-propionamide | 849418-68-4

• 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: (R)-2-[2-((R)-2-Acetylamino-propionylamino)-acetylamino]-N-dodecyl-propionamide
• 英文别名: D-Alaninamide, N-acetyl-D-alanylglycyl-N-dodecyl-；(2R)-2-acetamido-N-[2-[[(2R)-1-(dodecylamino)-1-oxopropan-2-yl]amino]-2-oxoethyl]propanamide
• CAS: 849418-68-4
• 化学式: C₂₂H₄₂N₄O₄
• 分子量: 426.6
• InChiKey: VHWFHHOMVKSEMM-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酸酐 、 (R)-2-Amino-N-[((R)-1-dodecylcarbamoyl-ethylcarbamoyl)-methyl]-propionamide; compound with trifluoro-acetic acid 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以77.8 mg的产率得到(R)-2-[2-((R)-2-Acetylamino-propionylamino)-acetylamino]-N-dodecyl-propionamide
  参考文献：
  名称：

  Stereoselective Recognition of Tripeptides Guided by Encoded Library Screening:  Construction of Chiral Macrocyclic Tetraamide Ruthenium Receptor for Peptide Sensing

  摘要：

  [GRAPHICS]Molecule sensor 1 is devised by incorporating the reporting unit of ruthenium(II) complex and two recognition motifs of chiral cyclotetraamides on the sidearms. The target binding tripeptides for sensor 1 were readily identified by using an encoded library screening method. This solid-phase screening indicated a preferable binding of molecule 1 with D-alanine over the L-isomer. The optical and NMR studies for the binding events of 1 with tripeptides Ac-Ala-Gly-Ala-NHC12H25 in the solution phase showed a consistent trend for the stereoselective recognition of the DD-isomer over the LD-, DL-, and LL-isomers.

  DOI：

  10.1021/jo048368s

文献信息

• Stereoselective Recognition of Tripeptides Guided by Encoded Library Screening:  Construction of Chiral Macrocyclic Tetraamide Ruthenium Receptor for Peptide Sensing
  作者：Kuei-Hua Chang、Jen-Hai Liao、Chao-Tsen Chen、Barun K. Mehta、Pi-Tai Chou、Jim-Min Fang

  DOI：10.1021/jo048368s

  日期：2005.3.1

  [GRAPHICS]Molecule sensor 1 is devised by incorporating the reporting unit of ruthenium(II) complex and two recognition motifs of chiral cyclotetraamides on the sidearms. The target binding tripeptides for sensor 1 were readily identified by using an encoded library screening method. This solid-phase screening indicated a preferable binding of molecule 1 with D-alanine over the L-isomer. The optical and NMR studies for the binding events of 1 with tripeptides Ac-Ala-Gly-Ala-NHC12H25 in the solution phase showed a consistent trend for the stereoselective recognition of the DD-isomer over the LD-, DL-, and LL-isomers.