N(6)-pentacosa-10,12-diynoyl-N(2),N(2)-bis(carboxymethyl)lysine | 1108712-97-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N(6)-pentacosa-10,12-diynoyl-N(2),N(2)-bis(carboxymethyl)lysine
• 英文别名: (2S)-2-[bis(carboxymethyl)amino]-6-(pentacosa-10,12-diynoylamino)hexanoic acid
• CAS: 1108712-97-5
• 化学式: C₃₅H₅₈N₂O₇
• 分子量: 618.855
• InChiKey: LLOUFUHZALSCBM-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  44
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-succinimidyl 10,12-pentacosadiynoic acid ester 、 N,N-双(羧甲基)-L-赖氨酸 在 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到N(6)-pentacosa-10,12-diynoyl-N(2),N(2)-bis(carboxymethyl)lysine
  参考文献：
  名称：

  Enhanced drug loading in polymerized micellar cargo

  摘要：

  本文介绍了一种基于聚二乙炔双亲化合物自组装和聚合的新型药物载体系统。虽然经典的双亲化合物在自排列成各种纳米结构后有助于溶解疏水性分子，但与非聚合类似物相比，我们的聚合胶束对药物负载的影响更大。这使得亲脂性药物的水溶性更高，胶束浓度更低。通过对一侧的模型药物和另一侧的双亲化合物进行 14C 标记，可以在静脉注射后评估药物货物的生物分布和排泄情况。

  DOI：

  10.1039/c004134c

文献信息

• Selective conversion of nitroarenes using a carbon nanotube–ruthenium nanohybrid
  作者：Dhanaji V. Jawale、Edmond Gravel、Caroline Boudet、Nimesh Shah、Valérie Geertsen、Haiyan Li、Irishi N. N. Namboothiri、Eric Doris

  DOI：10.1039/c4cc09192b

  日期：——

  Ruthenium nanoparticles were assembled on carbon nanotubes and the resulting nanohybrid was used in the hydrazine-mediated catalytic hydrogenation of various nitroarenes, at room temperature.

  ruthenium纳米颗粒被组装在碳纳米管上，所得到的纳米杂化材料被用于室温下肼介导的催化氢化各种硝基芳烃。
• Catalytic Oxidation of Silanes by Carbon Nanotube-Gold Nanohybrids
  作者：Jubi John、Edmond Gravel、Agnès Hagège、Haiyan Li、Thierry Gacoin、Eric Doris

  DOI：10.1002/anie.201101993

  日期：2011.8.8

  Turning over silanes: The first nanotube‐based catalytic system for silane oxidation is reported (see scheme). The reusable gold–nanotube hybrid cleanly oxidizes both alkyl and aryl silanes in high yields, under mild reaction conditions, and compares most favorably to any other catalytic system in terms of overall efficacy and turnover values.

  上交硅烷：报道了首个用于硅烷氧化的基于纳米管的催化体系（参见方案）。可重复使用的金纳米管杂化剂在温和的反应条件下可以高收率干净地氧化烷基硅烷和芳基硅烷，并且在整体功效和周转率方面，与任何其他催化体系相比，都是最有利的。
• Co-catalytic oxidative coupling of primary amines to imines using an organic nanotube–gold nanohybrid
  作者：Dhanaji V. Jawale、Edmond Gravel、Elise Villemin、Nimesh Shah、Valérie Geertsen、Irishi N. N. Namboothiri、Eric Doris

  DOI：10.1039/c4cc07951e

  日期：——

  polydiacetylene nanotubes. Combination of the nanohybrid with gallacetophenone afforded an efficient cooperative co-catalytic system for the oxidative coupling of primary amines into imines. The system is highly efficient and sustainable as it operates in high yields using minimal amounts of the metal and the quinone, under ambient atmosphere, at room temperature, in water, and is easily recycled.

  通过在聚合的聚二乙炔纳米管上组装金纳米颗粒，合成了一种新型的纳米杂化结构。纳米杂化物与苯乙酮的结合为伯胺氧化成亚胺提供了有效的协同助催化体系。该系统高效，可持续，因为它在环境大气，室温，水中和使用极少的金属和醌的情况下就可以高收率运行，并且易于回收利用。
• Enhanced drug loading in polymerized micellar cargo
  作者：Julien Ogier、Thomas Arnauld、Géraldine Carrot、Antoine Lhumeau、Jean-Marie Delbos、Claire Boursier、Olivier Loreau、Francois Lefoulon、Eric Doris

  DOI：10.1039/c004134c

  日期：——

  A new drug carrier system based on self-assembly and polymerization of polydiacetylenic amphiphiles is described. Although classical amphiphiles can help in solubilizing hydrophobic molecules upon self-arrangement into a variety of nanometric structures, a greater effect on drug loading was observed for our polymerized micelles as compared to the non-polymerized analogues. This permitted higher aqueous solubilization of lipophilic drugs with low micelle concentration. 14C labeling of a model drug on one side and of the amphiphile on the other side permitted assessment, after intravenous injection, of biodistribution and excretion profiles of the drug cargo.

  本文介绍了一种基于聚二乙炔双亲化合物自组装和聚合的新型药物载体系统。虽然经典的双亲化合物在自排列成各种纳米结构后有助于溶解疏水性分子，但与非聚合类似物相比，我们的聚合胶束对药物负载的影响更大。这使得亲脂性药物的水溶性更高，胶束浓度更低。通过对一侧的模型药物和另一侧的双亲化合物进行 14C 标记，可以在静脉注射后评估药物货物的生物分布和排泄情况。
• Cooperative Dehydrogenation of N-Heterocycles Using a Carbon Nanotube-Rhodium Nanohybrid
  作者：Dhanaji V. Jawale、Edmond Gravel、Nimesh Shah、Vincent Dauvois、Haiyan Li、Irishi N. N. Namboothiri、Eric Doris

  DOI：10.1002/chem.201500148

  日期：2015.5.4

  Rhodium nanoparticles were anchored on carbon nanotubes and the resulting nanohybrid was studied as co‐catalyst, along with tert‐butylcatechol, for the dehydrogenation of various N‐heterocycles. The co‐catalytic system operates in high yields, under the mildest conditions reported so far, and can be applied to a wide variety of secondary amine‐containing scaffolds.

  铑纳米颗粒固定在碳纳米管上，并将所得的纳米杂化物与叔丁基邻苯二酚一起用作助催化剂，用于各种N杂环的脱氢。在迄今为止报道的最温和的条件下，共催化体系可以高收率运行，并且可以应用于多种含仲胺的支架。