N2-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzoyl)-N6-(tert-butoxycarbonyl)-L-lysine | 16286-44-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N2-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzoyl)-N6-(tert-butoxycarbonyl)-L-lysine
• CAS: 16286-44-5
• 化学式: C₂₅H₃₂N₈O₆
• 分子量: 540.579
• InChiKey: ULZHNKGXJWQFGN-KRWDZBQOSA-N

物化性质

• 密度：
  1.445±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  39.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  214.31
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  N2-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzoyl)-N6-(tert-butoxycarbonyl)-L-lysine 在 吡啶 、 三氟乙酸 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 pteroyl-lys-HYNIC
  参考文献：
  名称：

  The synthesis of pteroyl-lys conjugates and its application as Technetium-99m labeled radiotracer for folate receptor-positive tumor targeting

  摘要：

  Aiming to develop a new Tc-99m-labeled folate derivative for FR-positive tumor imaging, a simpler method has been established to synthesize the folate-drug conjugates with free alpha-carboxyl group. In this study, the conjugate pteroyl-lys-HYNIC was synthesized and labeled with Tc-99m using tricine and TPPTS as co-ligands. The radiochemical purity of the final complex Tc-99m(HYNIC-lys-pteroyl)(tricine/TPPTS), 5 was high (>98%), and it remained stable in saline and plasma over 6 h after preparation. The biologic evaluation results showed that the Tc-99m labeled pteroyl-lys conjugate was able to specifically target the FR-positive tumor cells and tissues both in vitro and in vivo, highlighting its potential as an effective folate receptor targeted agent for tumor imaging. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.014
• 作为产物：
  描述：

  folate 在 potassium thioacyanate 、 三氟乙酸 、 肼 、 四甲基胍 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 39.0h， 生成 N2-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzoyl)-N6-(tert-butoxycarbonyl)-L-lysine
  参考文献：
  名称：

  The synthesis of pteroyl-lys conjugates and its application as Technetium-99m labeled radiotracer for folate receptor-positive tumor targeting

  摘要：

  Aiming to develop a new Tc-99m-labeled folate derivative for FR-positive tumor imaging, a simpler method has been established to synthesize the folate-drug conjugates with free alpha-carboxyl group. In this study, the conjugate pteroyl-lys-HYNIC was synthesized and labeled with Tc-99m using tricine and TPPTS as co-ligands. The radiochemical purity of the final complex Tc-99m(HYNIC-lys-pteroyl)(tricine/TPPTS), 5 was high (>98%), and it remained stable in saline and plasma over 6 h after preparation. The biologic evaluation results showed that the Tc-99m labeled pteroyl-lys conjugate was able to specifically target the FR-positive tumor cells and tissues both in vitro and in vivo, highlighting its potential as an effective folate receptor targeted agent for tumor imaging. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.014