(N-undecylcarboxamide)oxymethyl bishydroxymethyl N-acrylamidomethane | 190002-26-7

• 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-undecylcarboxamide)oxymethyl bishydroxymethyl N-acrylamidomethane
• 英文别名: [3-hydroxy-2-(hydroxymethyl)-2-(prop-2-enoylamino)propyl] N-undecylcarbamate
• CAS: 190002-26-7
• 化学式: C₁₉H₃₆N₂O₅
• 分子量: 372.505
• InChiKey: XRMHVBKRJDCINH-UHFFFAOYSA-N

物化性质

• 沸点：
  602.2±55.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  108
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (N-undecylcarboxamide)oxymethyl bishydroxymethyl N-acrylamidomethane 在 calcium sulfate 、 sodium methylate 、 氰化汞 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 3.25h， 生成 bis[O-(β-D-galactopyranosyl)oxymethyl] (N-undecylcarboxamide)oxymethyl N-acrylamidomethane
  参考文献：
  名称：

  Stabilization of polymerized vesicular systems: an application of the dynamic molecular shape concept

  摘要：

  A series of glycolipid surfactants derived from Tris(hydroxymethyl)acrylamidomethane (THAM) and bearing hydrocarbon or perfluorocarbon tails and an acryloyl group attached to their polar head was prepared to explore the aqueous behavior of the supramolecular systems they form. The dispersion Of surfactants was achieved in water under ultrasonication conditions. Hydrocarbon Compounds give heterogeneous vesicular assemblies. In the case of perfluorocarbon derivatives homogeneous vesicles were obtained. However after Way storage, all these systems fuse. To stabilize these vesicles, polymerization by ultra violet (UV) irradiation was carried Out. During this reaction, a precipitation in water was observed for the hydrocarbon surfactants, whereas fluorocarbon Structures provide stable vesicles Without any alteration of their size. According to these results, the polymerization process was achieved, in the case of hydrocarbon glycolipid, in the presence of different cosurfactants bearing a single hydrocarbon tail or a polyhydroxylated head and a cholesterol terminus. In Such conditions, homogeneous stable vesicles were prepared. Moreover, the THAM derived telomers bearing a cholesterol terminus were able to stabilize and reduce the size of vesicles formed with synthetic glycolipid surfactants. The drug encapsulation ability of these systems was investigated by measurement of the release kinetics of a fluorescent dye, carboxyfluorescein (CF), before and after polymerization. (C) 2002 Published by Elsevier Science Ireland Ltd.

  DOI：

  10.1016/s0009-3084(02)00006-3
• 作为产物：
  描述：

  异氰酸十一酯 在 水 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 (N-undecylcarboxamide)oxymethyl bishydroxymethyl N-acrylamidomethane
  参考文献：
  名称：

  衍生自Tris的可聚合双链糖脂的合成。在水性介质中聚合。胶体行为的初步研究

  摘要：

  制备了一系列衍生自三（羟甲基）氨基甲烷并在亲水头上带有丙烯酰基部分的单尾和双尾氢和全氟化碳表面活性剂。通过超声处理分散在水中的双水合表面活性剂形成囊泡，该囊泡在紫外线照射后沉淀。我们描述了一种通过添加单壳两亲物来稳定聚合过程中稳定这些水泡分散体的新方法。©1997由Elsevier Science Ltd发布。

  DOI：

  10.1016/s0040-4039(97)00413-9

文献信息

• POLYMÈRES COMPRENANT UNE MAJORITÉ DE MONOMÈRES AMPHIPHILES DESTINÉS AU PIÉGEAGE ET À LA MANIPULATION DE PROTÉINES MEMBRANAIRES
  申请人：Centre National de la Recherche Scientifique (CNRS)

  公开号：EP2501734B1

  公开（公告）日：2015-09-02
• POLYMERS COMPRISING A MAJORITY OF AMPHIPHILIC MONOMERS INTENDED FOR TRAPPING AND MANIPULATIONF MEMBRANE PROTEINS
  申请人：Pucci Bernard

  公开号：US20130005016A1

  公开（公告）日：2013-01-03

  The invention relates to an amphiphilic polymer comprising at least 75% of amphiphilic monomers of formula (I), the average molar mass of the polymer being between 800 and 100 000, and also water-soluble complexes between the polymer according to the invention and a hydrophobic or amphiphilic compound, in particular a membrane protein, a concentrated aqueous solution of one or more such complex(es), a product comprising one or more such complex(es) attached to a substrate by means of the polymer according to the invention, and various uses of these products.
• US8642309B2
  申请人：——

  公开号：US8642309B2

  公开（公告）日：2014-02-04
• Stabilization of polymerized vesicular systems: an application of the dynamic molecular shape concept
  作者：Michel Wathier、Ange Polidori、Karine Ruiz、Anne-Sylvie Fabiano、Bernard Pucci

  DOI：10.1016/s0009-3084(02)00006-3

  日期：2002.5

  A series of glycolipid surfactants derived from Tris(hydroxymethyl)acrylamidomethane (THAM) and bearing hydrocarbon or perfluorocarbon tails and an acryloyl group attached to their polar head was prepared to explore the aqueous behavior of the supramolecular systems they form. The dispersion Of surfactants was achieved in water under ultrasonication conditions. Hydrocarbon Compounds give heterogeneous vesicular assemblies. In the case of perfluorocarbon derivatives homogeneous vesicles were obtained. However after Way storage, all these systems fuse. To stabilize these vesicles, polymerization by ultra violet (UV) irradiation was carried Out. During this reaction, a precipitation in water was observed for the hydrocarbon surfactants, whereas fluorocarbon Structures provide stable vesicles Without any alteration of their size. According to these results, the polymerization process was achieved, in the case of hydrocarbon glycolipid, in the presence of different cosurfactants bearing a single hydrocarbon tail or a polyhydroxylated head and a cholesterol terminus. In Such conditions, homogeneous stable vesicles were prepared. Moreover, the THAM derived telomers bearing a cholesterol terminus were able to stabilize and reduce the size of vesicles formed with synthetic glycolipid surfactants. The drug encapsulation ability of these systems was investigated by measurement of the release kinetics of a fluorescent dye, carboxyfluorescein (CF), before and after polymerization. (C) 2002 Published by Elsevier Science Ireland Ltd.
• Synthesis of Polymerizable Double-Chain Glycolipids derived from Tris. Polymerization in aqueous Media. Preliminary Investigation of their Colloidal Behavior
  作者：Ange Polidori、Olivier Braun、Nathalie Mora、Bernard Pucci*

  DOI：10.1016/s0040-4039(97)00413-9

  日期：1997.4

  A series of mono and double tailed hydro and perfluorocarbon surfactant derived from Tris(hydroxymethyl)aminomethane and bearing an acryloyl moiety on the hydrophilic head have been prepared. The bicodal surfactants dispersed in water by ultrasonication formed vesicles which precipitated after UV irradiation. We describe a new method to stabilize these vesicular dispersions during the polymerization

  制备了一系列衍生自三（羟甲基）氨基甲烷并在亲水头上带有丙烯酰基部分的单尾和双尾氢和全氟化碳表面活性剂。通过超声处理分散在水中的双水合表面活性剂形成囊泡，该囊泡在紫外线照射后沉淀。我们描述了一种通过添加单壳两亲物来稳定聚合过程中稳定这些水泡分散体的新方法。©1997由Elsevier Science Ltd发布。