Tuning the pH-triggered self-assembly of dendritic peptide amphiphiles using fluorinated side chains

被引:32
作者
Appel, Ralph [1 ,2 ]
Tacke, Sebastian [3 ]
Klingauf, Juergen [3 ]
Besenius, Pol [1 ,2 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
[2] Ctr Nanotechnol CeNTech, D-48149 Munster, Germany
[3] Univ Munster, Inst Med Phys & Biophys, Dept Cellular Biophys, D-48149 Munster, Germany
关键词
AMINO-ACIDS; SUPRAMOLECULAR POLYMER; DISCOTIC AMPHIPHILES; GOLD NANOPARTICLES; DESIGN; GROWTH; VIRUS; WATER; HYDROGELATORS; AGGREGATION;
D O I
10.1039/c4ob02185a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the synthesis of a series of anionic dendritic peptide amphiphiles of increasing hydrophobic character. By establishing state diagrams we describe their pH and ionic strength triggered self-assembly into supramolecular nanorods in water and highlight the impact of hydrophobic shielding in the supramolecular polymerisation process. Via the incorporation of fluorinated peptide side chains the pH-triggered monomer to polymer transition at physiological ionic strength is shifted from pH 5.0 to pH 7.4. We thereby show that compensating attractive non-covalent interactions and hydrophobic effects with repulsive electrostatic forces, a concept we refer to as frustrated growth, is a sensitive tool in order to manipulate one-dimensional supramolecular polymerisation processes in water.
引用
收藏
页码:1030 / 1039
页数:10
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