N,N-bis[[[6-(9H-fluoren-9-ylmethoxy)carbonyl]amino]hexyl]glycine | 1201807-22-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N,N-bis[[[6-(9H-fluoren-9-ylmethoxy)carbonyl]amino]hexyl]glycine
• 英文别名: 2-[bis[6-(9H-fluoren-9-ylmethoxycarbonylamino)hexyl]amino]acetic acid
• CAS: 1201807-22-8
• 化学式: C₄₄H₅₁N₃O₆
• 分子量: 717.905
• InChiKey: BOJYJODDWUHIRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  53
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  、 N,N-bis[[[6-(9H-fluoren-9-ylmethoxy)carbonyl]amino]hexyl]glycine 在 N-甲基吗啉 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以84%的产率得到bis[(9H-fluoren-9-yl)methyl]-3,3'-[2-oxo-2-[[6-[[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]pentyl]amino]hexyl]amino]ethylazanodiyl]bis(hexan-1,6-diyl)dicarbamate
  参考文献：
  名称：

  Biotin Derivatives Carrying Two Chelating DOTA Units. Synthesis, in Vitro Evaluation of Biotinidases Resistance, Avidin Binding, and Radiolabeling Tests

  摘要：

  The synthesis of four biotin derivatives carrying two DOTA moieties for each ligand (BisDOTA set) is reported, for increasing radiation/dose ratio and improving efficiency in the pretargeted avidin-biotin radioimmunotherapy. The biotin-containing scaffold of two BisDOTA was similar to the mono-DOTA derivative previously described. Then the scaffold was elongated by trifunctionalized spacers of different length and conjugated with one of the COOH groups of two DOTA. Two others were prepared starting from a on-resin lysine residue. The lysine alpha-NH2 was bonded to blotin, and then spacers were appended to the alpha-NH2 and conjugated with two DOTA molecules. One compound contairted a p-aminoberizoic acid spacer, which ensured higher head-to-tail distance and increased rigidity ofthe chain. These last two compounds had a very high ability to bond avidin and were labeled with Y-90 at high specific activity. All the compOLInds were resistant to the action of'scrurn biotinidases.

  DOI：

  10.1021/jm9014372
• 作为产物：
  描述：

  N,N-bis(6-aminohexyl)glycine 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以34%的产率得到N,N-bis[[[6-(9H-fluoren-9-ylmethoxy)carbonyl]amino]hexyl]glycine
  参考文献：
  名称：

  Biotin Derivatives Carrying Two Chelating DOTA Units. Synthesis, in Vitro Evaluation of Biotinidases Resistance, Avidin Binding, and Radiolabeling Tests

  摘要：

  The synthesis of four biotin derivatives carrying two DOTA moieties for each ligand (BisDOTA set) is reported, for increasing radiation/dose ratio and improving efficiency in the pretargeted avidin-biotin radioimmunotherapy. The biotin-containing scaffold of two BisDOTA was similar to the mono-DOTA derivative previously described. Then the scaffold was elongated by trifunctionalized spacers of different length and conjugated with one of the COOH groups of two DOTA. Two others were prepared starting from a on-resin lysine residue. The lysine alpha-NH2 was bonded to blotin, and then spacers were appended to the alpha-NH2 and conjugated with two DOTA molecules. One compound contairted a p-aminoberizoic acid spacer, which ensured higher head-to-tail distance and increased rigidity ofthe chain. These last two compounds had a very high ability to bond avidin and were labeled with Y-90 at high specific activity. All the compOLInds were resistant to the action of'scrurn biotinidases.

  DOI：

  10.1021/jm9014372

文献信息

• Biotin Derivatives Carrying Two Chelating DOTA Units. Synthesis, in Vitro Evaluation of Biotinidases Resistance, Avidin Binding, and Radiolabeling Tests
  作者：Alessandro Pratesi、Francesca Bucelli、Ilaria Mori、Marco Chinol、Antonio Verdoliva、Giovanni Paganelli、Vincenzo Rivieccio、Lucia Gariboldi、Mauro Ginanneschi

  DOI：10.1021/jm9014372

  日期：2010.1.14

  The synthesis of four biotin derivatives carrying two DOTA moieties for each ligand (BisDOTA set) is reported, for increasing radiation/dose ratio and improving efficiency in the pretargeted avidin-biotin radioimmunotherapy. The biotin-containing scaffold of two BisDOTA was similar to the mono-DOTA derivative previously described. Then the scaffold was elongated by trifunctionalized spacers of different length and conjugated with one of the COOH groups of two DOTA. Two others were prepared starting from a on-resin lysine residue. The lysine alpha-NH2 was bonded to blotin, and then spacers were appended to the alpha-NH2 and conjugated with two DOTA molecules. One compound contairted a p-aminoberizoic acid spacer, which ensured higher head-to-tail distance and increased rigidity ofthe chain. These last two compounds had a very high ability to bond avidin and were labeled with Y-90 at high specific activity. All the compOLInds were resistant to the action of'scrurn biotinidases.