(5,6-bis{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-1,3-dioxo-1,3-dihydroisoindol-2-yl)acetic acid methyl ester | 841260-46-6

• 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: (5,6-bis{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-1,3-dioxo-1,3-dihydroisoindol-2-yl)acetic acid methyl ester
• 英文别名: Methyl 2-[5,6-bis[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-1,3-dioxoisoindol-2-yl]acetate
• CAS: 841260-46-6
• 化学式: C₂₃H₃₃NO₁₂
• 分子量: 515.515
• InChiKey: HDBCGBDHNBKXTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  663.7±55.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  36
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (5,6-bis{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-1,3-dioxo-1,3-dihydroisoindol-2-yl)acetic acid methyl ester 在 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 96.0h， 生成 [11-(2-tert-butoxycarbonylaminoethyl)-22,26-dioxo-2,5,8,14,17,20-hexaoxa-11,25-diazatricyclo[19.7.0.0^23,27]octacosa-1(28),21,23(27)-trien-25-yl]acetic acid methyl ester
  参考文献：
  名称：

  Luminescent Crown Ether Amino Acids:  Selective Binding to N-terminal Lysine in Peptides

  摘要：

  Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.

  DOI：

  10.1021/jo048105y
• 作为产物：
  描述：

  2,5-二氢-2,5-二氧代-1H-吡咯-1-乙酸甲酯 在 盐酸 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲苯 、 乙腈 为溶剂， 反应 40.33h， 生成 (5,6-bis{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-1,3-dioxo-1,3-dihydroisoindol-2-yl)acetic acid methyl ester
  参考文献：
  名称：

  Luminescent Crown Ether Amino Acids:  Selective Binding to N-terminal Lysine in Peptides

  摘要：

  Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.

  DOI：

  10.1021/jo048105y

文献信息

• Luminescent Crown Ether Amino Acids:  Selective Binding to <i>N</i>-terminal Lysine in Peptides
  作者：Christian P. Mandl、Burkhard König

  DOI：10.1021/jo048105y

  日期：2005.1.1

  Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.