Sceptrin | 79638-16-7

• 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: Sceptrin
• 英文别名: sceptrine；N-[[(1R,2S,3S,4R)-2,3-bis(2-amino-1H-imidazol-5-yl)-4-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]cyclobutyl]methyl]-4-bromo-1H-pyrrole-2-carboxamide
• CAS: 79638-16-7
• 化学式: C₂₂H₂₄Br₂N₁₀O₂
• 分子量: 620.306
• InChiKey: YPZNLFZLPZWWAD-GWIYSAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  199
• 氢给体数：
  8
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Sceptrin 、 sodium 7-azido-1,1-difluoroheptane-1-sulfinate 、 三氟乙酸 在 叔丁基过氧化氢 、 zinc(II) chloride 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 以35%的产率得到
  参考文献：
  名称：

  Bioconjugation by Native Chemical Tagging of C–H Bonds

  摘要：

  A general C-H functionalization method for the tagging of natural products and pharmaceuticals is described. An azide-containing sulfinate reagent allows the appendage of azidoalkyl chains onto heteroaromatics, the product of which can then be attached to a monoclonal antibody by a "click" reaction. This strategy expands the breadth of bioactive small molecules that can be linked to macromolecules in a manner that is beyond the scope of existing methods in bioconjugation to permit tagging of the "seemingly untaggable".

  DOI：

  10.1021/ja407739y

文献信息

• Bioconjugation by Native Chemical Tagging of C–H Bonds
  作者：Qianghui Zhou、Jinghan Gui、Chung-Mao Pan、Earl Albone、Xin Cheng、Edward M. Suh、Luigi Grasso、Yoshihiro Ishihara、Phil S. Baran

  DOI：10.1021/ja407739y

  日期：2013.9.4

  A general C-H functionalization method for the tagging of natural products and pharmaceuticals is described. An azide-containing sulfinate reagent allows the appendage of azidoalkyl chains onto heteroaromatics, the product of which can then be attached to a monoclonal antibody by a "click" reaction. This strategy expands the breadth of bioactive small molecules that can be linked to macromolecules in a manner that is beyond the scope of existing methods in bioconjugation to permit tagging of the "seemingly untaggable".