4-[1-[4-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyloxy]acetyl]phenyl]triazol-4-yl]butanoic acid | 1192321-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: 4-[1-[4-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyloxy]acetyl]phenyl]triazol-4-yl]butanoic acid
• CAS: 1192321-85-9
• 化学式: C₂₄H₂₉N₅O₆S
• 分子量: 515.59
• InChiKey: QDBORUIFZJWPRE-LEDOBFOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  36
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  178
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-己炔酸 、 [2-(4-azidophenyl)-2-oxoethyl] 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 二甲基亚砜 为溶剂， 以59%的产率得到4-[1-[4-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyloxy]acetyl]phenyl]triazol-4-yl]butanoic acid
  参考文献：
  名称：

  A Photolabile Linker for the Mild and Selective Cleavage of Enriched Biomolecules from Solid Support

  摘要：

  Selective release of enriched biomolecules from solid support is a desirable goal in proteomic and metabolomic studies. Here we demonstrate that photocleavage of a light-sensitive phenacyl ester bond is a suitable alternative cleavage strategy for the selective release of enriched biomolecules form avidin beads circumventing the disadvantages of conventional heat denaturation procedures.

  DOI：

  10.1021/jo901809k

文献信息

• A Photolabile Linker for the Mild and Selective Cleavage of Enriched Biomolecules from Solid Support
  作者：Ronald Orth、Stephan A. Sieber

  DOI：10.1021/jo901809k

  日期：2009.11.6

  Selective release of enriched biomolecules from solid support is a desirable goal in proteomic and metabolomic studies. Here we demonstrate that photocleavage of a light-sensitive phenacyl ester bond is a suitable alternative cleavage strategy for the selective release of enriched biomolecules form avidin beads circumventing the disadvantages of conventional heat denaturation procedures.