Ac-Met-Gly-Lys(o-Ns)-Val-Ala-OH | 1365693-40-8

• 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: Ac-Met-Gly-Lys(o-Ns)-Val-Ala-OH
• CAS: 1365693-40-8
• 化学式: C₂₉H₄₅N₇O₁₁S₂
• 分子量: 731.849
• InChiKey: HJOGOJDJSHBNGC-IBSUQTTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.37
• 重原子数：
  49.0
• 可旋转键数：
  22.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  272.11
• 氢给体数：
  7.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Ac-Met-Gly-Lys(o-Ns)-Val-Ala-OH 、 溴甲苯 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到Ac-Met-Gly-Lys(o-Ns,Bn)-Val-Ala-OH
  参考文献：
  名称：

  Postsynthetic Modification of Peptides via Chemoselective N-Alkylation of Their Side Chains

  摘要：

  A chemoselective, mild, and versatile method for performing postsynthetic modifications of peptide sequences is described. It requires only activated molecular sieves in the presence of an alkyl halide in order to N-alkylate lysine side chains. This reaction is fully compatible with most of the peptide functionalities, discriminates the reactivity of differently protected lysines, and proceeds in good yield. The mild conditions employed were further proved by performing the N-alkylation of a peptide containing a disulfide bridge.

  DOI：

  10.1021/ol300437w
• 作为产物：
  描述：

  Fmoc-Lys(o-NBS)-OH 、 Fmoc-Ala-Wang resin 、 Fmoc-甘氨酸 、 Fmoc-L-缬氨酸 、 乙酸酐 、 Fmoc-L-蛋氨酸 在 哌啶 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 生成 Ac-Met-Gly-Lys(o-Ns)-Val-Ala-OH
  参考文献：
  名称：

  Postsynthetic Modification of Peptides via Chemoselective N-Alkylation of Their Side Chains

  摘要：

  A chemoselective, mild, and versatile method for performing postsynthetic modifications of peptide sequences is described. It requires only activated molecular sieves in the presence of an alkyl halide in order to N-alkylate lysine side chains. This reaction is fully compatible with most of the peptide functionalities, discriminates the reactivity of differently protected lysines, and proceeds in good yield. The mild conditions employed were further proved by performing the N-alkylation of a peptide containing a disulfide bridge.

  DOI：

  10.1021/ol300437w