N-(11'-amino-3',6',9'-trioxaundecyl)-10,12-pentacosadiynamide

• 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: N-(11'-amino-3',6',9'-trioxaundecyl)-10,12-pentacosadiynamide
• 英文别名: N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]pentacosa-10,12-diynamide
• 化学式: C₃₃H₆₀N₂O₄
• 分子量: 548.85
• InChiKey: SVFZQGFCLUMKBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  39
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  82.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二亚乙基三胺五乙酸二酐 、 N-(11'-amino-3',6',9'-trioxaundecyl)-10,12-pentacosadiynamide 在 吡啶 作用下， 生成 N,N-bis<<<<(13',15'-pentacosadiynamido-3,6,9-trixaundecyl)carbamoyl>methyl>(carboxymethyl)amino>ethyl>glycine
  参考文献：
  名称：

  Paramagnetic Polymerized Liposomes: Synthesis, Characterization, and Applications for Magnetic Resonance Imaging

  摘要：

  Liposomes are biocompatible materials that show promise as vehicles for drug delivery, inhibitors of cell adhesion, and carriers for the introduction of genetic material into cells. In this paper, we describe the synthesis and characterization of a new class of polymerized liposome particles (paramagnetic polymerized liposome (PPL), Figure 1) that have lanthanide ion chelates as head groups and that can be easily visualized using magnetic resonance imaging (MRI). The R(1) molar relaxivity was found to depend primarily on the linker length (m) and on the surface metal density and only weakly on particle size. PPLs containing 10 mol % of compound 1b (m = 2) and 90 mol % of compound 3 had a R(1) = 12.2 mM(-1) s(-1), while PPLs with 10 mol % compound 1a (m = 1) and 90 mol % of compound 3 had a R(1) = 5.7 mM(-1) s(-1). PPLs with 10 mol % of compound 1a and 90 mol % of compound 4 had a R(1) = 8.9 mM(-1) s(-1), while PPLs with 50 mol % of compound 1a and 50 mol % of compound 4 had a R(1) = 4.3 mM(-1) s(-1). A biotinylated lipid (compound 2) was also incorporated into the particle without affecting R(1) relaxivities for use as a marker for histochemical studies. We have also for the first time used atomic force microscopy (AFM) to investigate the size and nature of these particles in an aqueous environment. We feel that these new materials may prove useful for the in vivo investigation of liposome formulations as vehicles for therapeutic applications and for evaluating tissue pathology with MRI.

  DOI：

  10.1021/ja00133a001
• 作为产物：
  描述：

  10,12-二十五碳二炔酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-(11'-amino-3',6',9'-trioxaundecyl)-10,12-pentacosadiynamide
  参考文献：
  名称：

  Paramagnetic Polymerized Liposomes: Synthesis, Characterization, and Applications for Magnetic Resonance Imaging

  摘要：

  Liposomes are biocompatible materials that show promise as vehicles for drug delivery, inhibitors of cell adhesion, and carriers for the introduction of genetic material into cells. In this paper, we describe the synthesis and characterization of a new class of polymerized liposome particles (paramagnetic polymerized liposome (PPL), Figure 1) that have lanthanide ion chelates as head groups and that can be easily visualized using magnetic resonance imaging (MRI). The R(1) molar relaxivity was found to depend primarily on the linker length (m) and on the surface metal density and only weakly on particle size. PPLs containing 10 mol % of compound 1b (m = 2) and 90 mol % of compound 3 had a R(1) = 12.2 mM(-1) s(-1), while PPLs with 10 mol % compound 1a (m = 1) and 90 mol % of compound 3 had a R(1) = 5.7 mM(-1) s(-1). PPLs with 10 mol % of compound 1a and 90 mol % of compound 4 had a R(1) = 8.9 mM(-1) s(-1), while PPLs with 50 mol % of compound 1a and 50 mol % of compound 4 had a R(1) = 4.3 mM(-1) s(-1). A biotinylated lipid (compound 2) was also incorporated into the particle without affecting R(1) relaxivities for use as a marker for histochemical studies. We have also for the first time used atomic force microscopy (AFM) to investigate the size and nature of these particles in an aqueous environment. We feel that these new materials may prove useful for the in vivo investigation of liposome formulations as vehicles for therapeutic applications and for evaluating tissue pathology with MRI.

  DOI：

  10.1021/ja00133a001

文献信息

• Pesticide Biomarker
  申请人：Nagy Jon Owen

  公开号：US20140162906A1

  公开（公告）日：2014-06-12

  Provided are methods, compositions and articles of manufacture for detecting biomarkers indicative of exposure of a mammal to organophosphate compounds. The interaction of such a biomarker with a receptor bound to a biopolymer results in an optical readout that reports the presence of the biomarker.
• Paramagnetic Polymerized Liposomes: Synthesis, Characterization, and Applications for Magnetic Resonance Imaging
  作者：Richard W. Storrs、Francois D. Tropper、Henry Y. Li、Curtis K. Song、Jeremy K. Kuniyoshi、Dorothy A. Sipkins、King C. P. Li、Mark D. Bednarski

  DOI：10.1021/ja00133a001

  日期：1995.7

  Liposomes are biocompatible materials that show promise as vehicles for drug delivery, inhibitors of cell adhesion, and carriers for the introduction of genetic material into cells. In this paper, we describe the synthesis and characterization of a new class of polymerized liposome particles (paramagnetic polymerized liposome (PPL), Figure 1) that have lanthanide ion chelates as head groups and that can be easily visualized using magnetic resonance imaging (MRI). The R(1) molar relaxivity was found to depend primarily on the linker length (m) and on the surface metal density and only weakly on particle size. PPLs containing 10 mol % of compound 1b (m = 2) and 90 mol % of compound 3 had a R(1) = 12.2 mM(-1) s(-1), while PPLs with 10 mol % compound 1a (m = 1) and 90 mol % of compound 3 had a R(1) = 5.7 mM(-1) s(-1). PPLs with 10 mol % of compound 1a and 90 mol % of compound 4 had a R(1) = 8.9 mM(-1) s(-1), while PPLs with 50 mol % of compound 1a and 50 mol % of compound 4 had a R(1) = 4.3 mM(-1) s(-1). A biotinylated lipid (compound 2) was also incorporated into the particle without affecting R(1) relaxivities for use as a marker for histochemical studies. We have also for the first time used atomic force microscopy (AFM) to investigate the size and nature of these particles in an aqueous environment. We feel that these new materials may prove useful for the in vivo investigation of liposome formulations as vehicles for therapeutic applications and for evaluating tissue pathology with MRI.