S-phenyl 3-phenyl-L-thioalaninate

• 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: S-phenyl 3-phenyl-L-thioalaninate
• 英文别名: H-Phe-SPh；S-phenyl (2S)-2-amino-3-phenylpropanethioate
• 化学式: C₁₅H₁₅NOS
• 分子量: 257.356
• InChiKey: ISNZQDRWGVKGKX-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-phenyl 3-phenyl-L-thioalaninate 在 三异丙基硅烷 、 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 氯仿 、 2,2,2-三氟乙醇 为溶剂， 反应 2.83h， 生成
  参考文献：
  名称：

  Total Synthesis of Human Galanin-Like Peptide through an Aspartic Acid Ligation

  摘要：

  Human galanin-like peptide (hGALP) is a newly discovered hypothalamic peptide that plays important roles in the regulation of food intake and energy balance. Here, we demonstrate that the aspartic acid ligation can be employed to achieve an efficient synthesis of hGALP. The total synthesis of hGALP enhances our ability to study its biology and facilitates the development of more stable analogues.

  DOI：

  10.1021/ol402984r
• 作为产物：
  描述：

  苯硫酚 在 盐酸 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 1.75h， 生成 S-phenyl 3-phenyl-L-thioalaninate
  参考文献：
  名称：

  Total Synthesis of Human Galanin-Like Peptide through an Aspartic Acid Ligation

  摘要：

  Human galanin-like peptide (hGALP) is a newly discovered hypothalamic peptide that plays important roles in the regulation of food intake and energy balance. Here, we demonstrate that the aspartic acid ligation can be employed to achieve an efficient synthesis of hGALP. The total synthesis of hGALP enhances our ability to study its biology and facilitates the development of more stable analogues.

  DOI：

  10.1021/ol402984r

文献信息

• Total Synthesis of Human Galanin-Like Peptide through an Aspartic Acid Ligation
  作者：Xiaoyang Guan、Matthew R. Drake、Zhongping Tan

  DOI：10.1021/ol402984r

  日期：2013.12.20

  Human galanin-like peptide (hGALP) is a newly discovered hypothalamic peptide that plays important roles in the regulation of food intake and energy balance. Here, we demonstrate that the aspartic acid ligation can be employed to achieve an efficient synthesis of hGALP. The total synthesis of hGALP enhances our ability to study its biology and facilitates the development of more stable analogues.