3-methyl-1-(ethoxycarbonylmethyl)imidazolium dodecylsulfate | 1402732-09-5

• 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: 3-methyl-1-(ethoxycarbonylmethyl)imidazolium dodecylsulfate
• 英文别名: 3-methyl(ethoxycarbonylmethyl)imidazolium dodecylsulfate
• CAS: 1402732-09-5
• 化学式: C₈H₁₃N₂O₂*C₁₂H₂₅O₄S
• 分子量: 434.598
• InChiKey: BCIBATGVVNKWCX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  29.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  101.54
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  sodium dodecyl-sulfate 、 1-ethoxycarbonylmethyl-3-methylimidazolium chloride 以 水 为溶剂， 反应 3.0h， 以89%的产率得到3-methyl-1-(ethoxycarbonylmethyl)imidazolium dodecylsulfate
  参考文献：
  名称：

  Dissolution and interaction of white hide powder in [Etmim][C 12 H 25 SO 4 ]

  摘要：

  Ethytchloroacetate, 1-methylimidazole and sodium dodecyl sulfate as raw materials, ester-functionalized surface active ionic liquid 3-methyl-(ethoxycarbonylmethyl)-imidazolium dodecylsulfate ([Etmim][C12H25SO4]) was synthesized for white hide powder dissolution. The structure of [Etmimj[C12H25SO4] was ascertained by H-1 NMR The solubility of white hide powder in [Etmim][C12H25SO4] was measured from 60 degrees C to 140 degrees C with 20 degrees C interval. Compared to [Etmim]Cl, [Etmim][C12H25SO4] was superior to dissolve white hide powder. The physicochemical performances of white hide powder/[Etmim][C12H25SO4] was measured by tensiometry, electrical conductivity and fluorimetry. The tensiometry results showed that the cmc of [Etmim][C12H25SO4] was 1.41 mmol/L at 298.15 K, indicating that [Etmim][C12H25SO4] exhibited higher surface activity than traditional anionic surfactants. The regenerated white hide powder was characterized by FF-IR, TGA, DSC, and XRD. Thermodynamics profiles demonstrated that the secondary structure of white hide powder was slightly destroyed during dissolution. The interaction mechanism between white hide powder and [Etmim][C12H25SO4] was studied by DFT computation using triple peptide Gly-Pro-Hyp (as GPHyp) as model. Seven hydrogen bonds were found between GPHyp and [Etmim][C12H25SO4]. The simulation results suggested that the formation of hydrogen bonds accelerated the dissolution of white hide powder in [Etmitn][C12H25SO4]. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2017.06.108

文献信息

• Interaction of Bovine Serum Albumin with Ester-Functionalized Anionic Surface-Active Ionic Liquids in Aqueous Solution: A Detailed Physicochemical and Conformational Study
  作者：Xiaoqing Wang、Jie Liu、Limei Sun、Li Yu、Jingjing Jiao、Rui Wang

  DOI：10.1021/jp307516a

  日期：2012.10.18

  Ester-functionalized anionic surface-active ionic liquids (SAILs), 3-methyl-1-(ethoxycarbonylmethyl)-imidazolium dodecylsulfate ([C(1)COOC(2)C(1)im][C12SO4]) and 3-methyl-1-(ethoxycarbonylmethyl)pyrrolidinium dodecylsulfate ([C1COOC2C1Py][C12SO4]), were synthesized. The tensiometric profiles demonstrate that, in pure water, the studied SAILs exhibit higher surface activity than the traditional anionic surfactant, sodium dodecyl sulfate (SDS), and cationic SAILs, 1-dodecyl-3-methylimidazolium bromide ([C(12)mim]Br) and N-dodecyl-N-methylpyrrolidimium bromide (C12MPB), with the same hydrocarbon chain length. The interaction between bovine serum albumin (BSA) and the anionic SAILs in pH 7.4 buffer solution was systematically investigated by various techniques. The results show that the cationic ring has a slight effect on the BSA SAIL interaction. The binding isotherms of BSA with the SAILs display four characteristic regions with increasing SAIL concentration. The unfolding of BSA occurs in the third region. Fluorescence spectroscopy indicates that the studied SAILs cause the exposure of tryptophan residues to a hydrophobic environment, and [C(1)COOC(2)C(1)im][C12SO4] can more effectively reduce the fluorescence intensity of BSA at low SAIL concentrations than [C1COOC2C1Py][C12SO4]. Circular dichroism spectroscopy evidences that the denaturation extent of BSA induced by [C(1)COOC(2)C(1)im][C12SO4] is higher than that of [C1COOC2C1Py][C12SO4].