5-(O-biotinyl)-2,5-dihydroxybenzaldehyde | 1147344-25-9

• 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: 5-(O-biotinyl)-2,5-dihydroxybenzaldehyde
• CAS: 1147344-25-9
• 化学式: C₁₇H₂₀N₂O₅S
• 分子量: 364.422
• InChiKey: RELOBKWBFCKGBI-NOLJZWGESA-N

物化性质

• 沸点：
  638.9±55.0 °C(predicted)
• 密度：
  1.331±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104.73
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,5-二叔丁基水杨醛 、 5-(O-biotinyl)-2,5-dihydroxybenzaldehyde 、 乙二胺 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以28%的产率得到N-[(5-O-biotinyl)-2,5-dihydroxysalicylidene]-N'-(3,5-di-tert-butylsalicylidene)-ethylenediamine
  参考文献：
  名称：

  Incorporation of biotinylated manganese-salen complexes into streptavidin: New artificial metalloenzymes for enantioselective sulfoxidation

  摘要：

  Incorporation of achiral biotinylated manganese-salen complexes into streptavidin yields artificial metalloenzymes for aqueous sulfoxidation using hydrogen peroxide. Four biotinylated salen ligands were synthesized and their manganese complexes were tested in combination with several streptavidin mutants, yielding moderate conversions (up to 56%) and low enantioselectivities (maximum of 13% ee) for the sulfoxidation of thioanisole. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.11.023
• 作为产物：
  描述：

  2,5-二羟基苯甲醛 、 (+)生物素-N-琥珀酰亚胺基酯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以20%的产率得到5-(O-biotinyl)-2,5-dihydroxybenzaldehyde
  参考文献：
  名称：

  Incorporation of biotinylated manganese-salen complexes into streptavidin: New artificial metalloenzymes for enantioselective sulfoxidation

  摘要：

  Incorporation of achiral biotinylated manganese-salen complexes into streptavidin yields artificial metalloenzymes for aqueous sulfoxidation using hydrogen peroxide. Four biotinylated salen ligands were synthesized and their manganese complexes were tested in combination with several streptavidin mutants, yielding moderate conversions (up to 56%) and low enantioselectivities (maximum of 13% ee) for the sulfoxidation of thioanisole. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.11.023