[3-[Methyl-[2-(methylamino)ethyl]amino]-2-octadeca-10,12-diynoyloxypropyl] octadeca-10,12-diynoate | 198764-48-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [3-[Methyl-[2-(methylamino)ethyl]amino]-2-octadeca-10,12-diynoyloxypropyl] octadeca-10,12-diynoate
• CAS: 198764-48-6
• 化学式: C₄₃H₇₀N₂O₄
• 分子量: 679.04
• InChiKey: SKPDVPRJNXHTDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  49
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  二亚乙基三胺五乙酸二酐 、 [3-[Methyl-[2-(methylamino)ethyl]amino]-2-octadeca-10,12-diynoyloxypropyl] octadeca-10,12-diynoate 在 吡啶 、 水 作用下， 生成 2-[2-[Bis(carboxymethyl)amino]ethyl-[2-[carboxymethyl-[2-[2-[2,3-di(octadeca-10,12-diynoyloxy)propyl-methylamino]ethyl-methylamino]-2-oxoethyl]amino]ethyl]amino]acetic acid
  参考文献：
  名称：

  A Modular Lymphographic Magnetic Resonance Imaging Contrast Agent:  Contrast Enhancement with DNA Transfection Potential

  摘要：

  A gadolinium-chelated liposomal contrast agent has been prepared, and magnetic resonance imaging (MRL) efficacy has been examined by indirect magnetic resonance lymphography. A lipidic N,N'-dimethylethylenediamine derivative (4) containing a 10,12-diyne-diacyl domain was treated with DTPA anhydride followed by GdCl3 complexation. The complex was confirmed using MALDI spectrometry, An equimolar mixture of the Gd-chelate lipid and a commercially available diyne-PE was formulated as a liposome suspension and irradiated with UV light prior to imaging experiments. Sabcutaneous injection of the liposomal gadolinium agent and subsequent MRI of rabbit axillary and popliteal lymph nodes revealed significant contrast enhancement up to 4 h postinjection. To explore the possibility of imaging a DNA transfection event, the gadolinium contrast mixture was formulated with the cationic transfection Lipid DOTAP and complexed with the reporter gene encoding luciferase. DNA transfection studies on the NIH3T3 cell line confirmed the transfection activity of the dual-purpose contrast agent and exemplified the potential toward development of an imaging and DNA delivery vehicle.

  DOI：

  10.1021/jm970665k
• 作为产物：
  描述：

  10,12-二十八二炔酸 在 4-二甲氨基吡啶 、 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 生成 [3-[Methyl-[2-(methylamino)ethyl]amino]-2-octadeca-10,12-diynoyloxypropyl] octadeca-10,12-diynoate
  参考文献：
  名称：

  A Modular Lymphographic Magnetic Resonance Imaging Contrast Agent:  Contrast Enhancement with DNA Transfection Potential

  摘要：

  A gadolinium-chelated liposomal contrast agent has been prepared, and magnetic resonance imaging (MRL) efficacy has been examined by indirect magnetic resonance lymphography. A lipidic N,N'-dimethylethylenediamine derivative (4) containing a 10,12-diyne-diacyl domain was treated with DTPA anhydride followed by GdCl3 complexation. The complex was confirmed using MALDI spectrometry, An equimolar mixture of the Gd-chelate lipid and a commercially available diyne-PE was formulated as a liposome suspension and irradiated with UV light prior to imaging experiments. Sabcutaneous injection of the liposomal gadolinium agent and subsequent MRI of rabbit axillary and popliteal lymph nodes revealed significant contrast enhancement up to 4 h postinjection. To explore the possibility of imaging a DNA transfection event, the gadolinium contrast mixture was formulated with the cationic transfection Lipid DOTAP and complexed with the reporter gene encoding luciferase. DNA transfection studies on the NIH3T3 cell line confirmed the transfection activity of the dual-purpose contrast agent and exemplified the potential toward development of an imaging and DNA delivery vehicle.

  DOI：

  10.1021/jm970665k

文献信息

• A Modular Lymphographic Magnetic Resonance Imaging Contrast Agent:  Contrast Enhancement with DNA Transfection Potential
  作者：Erik R. Wisner、Kimberly L. Aho-Sharon、Michael J. Bennett、Sharron G. Penn、Carlito B. Lebrilla、Michael H. Nantz

  DOI：10.1021/jm970665k

  日期：1997.12.1

  A gadolinium-chelated liposomal contrast agent has been prepared, and magnetic resonance imaging (MRL) efficacy has been examined by indirect magnetic resonance lymphography. A lipidic N,N'-dimethylethylenediamine derivative (4) containing a 10,12-diyne-diacyl domain was treated with DTPA anhydride followed by GdCl3 complexation. The complex was confirmed using MALDI spectrometry, An equimolar mixture of the Gd-chelate lipid and a commercially available diyne-PE was formulated as a liposome suspension and irradiated with UV light prior to imaging experiments. Sabcutaneous injection of the liposomal gadolinium agent and subsequent MRI of rabbit axillary and popliteal lymph nodes revealed significant contrast enhancement up to 4 h postinjection. To explore the possibility of imaging a DNA transfection event, the gadolinium contrast mixture was formulated with the cationic transfection Lipid DOTAP and complexed with the reporter gene encoding luciferase. DNA transfection studies on the NIH3T3 cell line confirmed the transfection activity of the dual-purpose contrast agent and exemplified the potential toward development of an imaging and DNA delivery vehicle.