N^α-(12-gluconamide-1-dodecanoyl)-N^ε-lauroyl-L-lysine ethyl ester

• 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^α-(12-gluconamide-1-dodecanoyl)-N^ε-lauroyl-L-lysine ethyl ester
• 英文别名: ethyl (2S)-6-(dodecanoylamino)-2-[12-[[(2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanoyl]amino]dodecanoylamino]hexanoate
• 化学式: C₃₈H₇₃N₃O₁₀
• 分子量: 732.012
• InChiKey: WGVUHEDGCUUWFQ-LRMXSZCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  51
• 可旋转键数：
  36
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  215
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  12-氨基十二酸 在 palladium on activated charcoal 草酰氯 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 sodium hydroxide 、 乙醚 、 乙醇 、 二氯甲烷 、 乙二醇甲醚 为溶剂， 反应 12.0h， 生成 N^α-(12-gluconamide-1-dodecanoyl)-N^ε-lauroyl-L-lysine ethyl ester
  参考文献：
  名称：

  Supramolecular hydrogel formed by glucoheptonamide of l-lysine: simple preparation and excellent hydrogelation ability

  摘要：

  We describe the simple preparation of new L-lysine derivatives with a gluconic or glucoheptonic group, their hydrogelation properties, and the thermal and mechanical properties of the supramolecular hydrogels. The L-lysine derivatives with a gluconic group have no hydrogelation ability, while the L-lysine-glucoheptonamide derivatives functioned as hydrogelators. Their hydrogelation abilities increased with the decreasing length of the spacer between the L-lysine segment and the glucoheptonic group. The compound, which has no spacer, formed a supramolecular hydrogel at 0.05 wt% in pure water. The thermal stability and high mechanical strength of the supramolecular hydrogels based on this compound significantly depended on the aqueous solutions. Electron microscopy and FTIR studies demonstrated that the hydrogelators created a three-dimensional network through hydrogen bonding and hydrophobic interactions in the supramolecular hydrogel. In addition, it was found that hydrophobic interactions played an important role in the thermal stability of the supramolecular hydrogel. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.02.065

文献信息

• Supramolecular hydrogel formed by glucoheptonamide of l-lysine: simple preparation and excellent hydrogelation ability
  作者：Masahiro Suzuki、Sanae Owa、Hirofusa Shirai、Kenji Hanabusa

  DOI：10.1016/j.tet.2007.02.065

  日期：2007.7

  We describe the simple preparation of new L-lysine derivatives with a gluconic or glucoheptonic group, their hydrogelation properties, and the thermal and mechanical properties of the supramolecular hydrogels. The L-lysine derivatives with a gluconic group have no hydrogelation ability, while the L-lysine-glucoheptonamide derivatives functioned as hydrogelators. Their hydrogelation abilities increased with the decreasing length of the spacer between the L-lysine segment and the glucoheptonic group. The compound, which has no spacer, formed a supramolecular hydrogel at 0.05 wt% in pure water. The thermal stability and high mechanical strength of the supramolecular hydrogels based on this compound significantly depended on the aqueous solutions. Electron microscopy and FTIR studies demonstrated that the hydrogelators created a three-dimensional network through hydrogen bonding and hydrophobic interactions in the supramolecular hydrogel. In addition, it was found that hydrophobic interactions played an important role in the thermal stability of the supramolecular hydrogel. (c) 2007 Elsevier Ltd. All rights reserved.