Fmoc-V-V-OBn | 649757-35-7

• 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: Fmoc-V-V-OBn
• 英文别名: Fmoc-Val-Val-OBn；benzyl (2S)-2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoyl]amino]-3-methylbutanoate
• CAS: 649757-35-7
• 化学式: C₃₂H₃₆N₂O₅
• 分子量: 528.648
• InChiKey: QTUFFCZKANFUIS-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 Fmoc-V-V-OBn
  参考文献：
  名称：

  从氨基硫代酸和异腈制备 N-硫代甲酰肽及其反应

  摘要：

  描述了在室温下由氨基硫代酸和异腈制备N-硫甲酰肽。

  DOI：

  10.1016/j.tetlet.2009.02.205

文献信息

• Promising General Solution to the Problem of Ligating Peptides and Glycopeptides
  作者：Ping Wang、Samuel J. Danishefsky

  DOI：10.1021/ja1084628

  日期：2010.12.1

  Our global goal is that of synthesizing complex polypeptides and glycopeptides in homogeneous form. Chemistry-derived access to homogeneous biologics could well have useful consequences in the discovery of drugs and vaccines. The key finding in this study is that thio acids can become highly competent acyl donors following even trace levels of oxidative activation, thereby undergoing amide bond formation upon reaction with N-terminal peptides. Though our data set does not establish the specific mechanism of this reaction, a framework to account for the fact that minute levels of oxidation actuate amide bond formation with high turnover is offered. An apparently general coupling of thio acids (including complex peptide thio acids with N-termini of complex peptides) has thus been realized. These ligations are conducted with minimal alpha-epimerization in the C-terminal group and allow for the coupling of N-terminal and C-terminal glycopeptides en route to homogeneous glycoproteins.
• Preparation and reactions of N-thioformyl peptides from amino thioacids and isonitriles
  作者：Yu Yuan、Jianglong Zhu、Xuechen Li、Xiangyang Wu、Samuel J. Danishefsky

  DOI：10.1016/j.tetlet.2009.02.205

  日期：2009.5

  The preparation of N-thioformyl peptides from amino thioacids and isonitriles at room temperature is described.

  描述了在室温下由氨基硫代酸和异腈制备N-硫甲酰肽。