| 1041170-95-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• CAS: 1041170-95-9
• 化学式: C₅₄H₆₂N₂O₁₈S₂
• 分子量: 1091.22
• InChiKey: WXIVZLSYGHDPKJ-JBHNNMJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  76.0
• 可旋转键数：
  18.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  288.91
• 氢给体数：
  4.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  叶酸杂质15 、 在 N-甲基吗啉 作用下， 反应 1.0h， 以15 mg的产率得到
  参考文献：
  名称：

  Design and synthesis of releasable folate–drug conjugates using a novel heterobifunctional disulfide-containing linker

  摘要：

  Cellular uptake of vitamin folic acid occurs via folate-receptor mediated endocytosis. Many types of cancer cells express high levels of folate receptors as they need continuous supply of this vitamin for their proliferation. With an objective to use folic acid as a 'Trojan Horse' to transport anticancer drugs into cancer cells, a novel heterobifunctional disulfide-containing linker was synthesized and utilized to covalently link an amino-and hydroxyl-containing anticancer drug, and an appropriately functionalized folic acid to create novel targetable folate-drug conjugates that are shown to release free drugs under biologically relevant pH via sulfhydryl-assisted cleavage of the self-immolative disulfide-containing linker. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.063
• 作为产物：
  描述：

  [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-3-phenyl-2-[2-(pyridin-2-yldisulfanyl)ethoxycarbonyloxy]propanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate 、 L-半胱氨酸甲酯盐酸盐 在 碳酸氢钠 作用下， 以 水 、 乙腈 为溶剂， 反应 0.33h， 以59%的产率得到
  参考文献：
  名称：

  Design and synthesis of releasable folate–drug conjugates using a novel heterobifunctional disulfide-containing linker

  摘要：

  Cellular uptake of vitamin folic acid occurs via folate-receptor mediated endocytosis. Many types of cancer cells express high levels of folate receptors as they need continuous supply of this vitamin for their proliferation. With an objective to use folic acid as a 'Trojan Horse' to transport anticancer drugs into cancer cells, a novel heterobifunctional disulfide-containing linker was synthesized and utilized to covalently link an amino-and hydroxyl-containing anticancer drug, and an appropriately functionalized folic acid to create novel targetable folate-drug conjugates that are shown to release free drugs under biologically relevant pH via sulfhydryl-assisted cleavage of the self-immolative disulfide-containing linker. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.063