The Synthesis of Dendritic EDOT-Peptide Conjugates and their Multistimuli-Responsive Self-Assembly into Supramolecular Nanorods and Fibers in Water

被引:12
作者
Ahlers, Patrick [1 ,2 ]
Frisch, Hendrik [1 ,2 ]
Spitzer, Daniel [1 ,2 ]
Vobecka, Zuzana [3 ]
Vilela, Filipe [3 ,4 ]
Besenius, Pol [1 ,2 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
[2] Univ Munster, CeNTech, D-48149 Munster, Germany
[3] Max Planck Inst Colloids & Interfaces, Dept Colloid Chem, D-14476 Potsdam, Germany
[4] Heriot Watt Univ, Sch Engn & Phys Sci, Edinburgh EH14 4AS, Midlothian, Scotland
关键词
nanostructures; pH switch; self-assembly; stimuli-responsive; supramolecular polymer; MULTICOMPARTMENT MICELLES; REGENERATIVE MEDICINE; PI-PI; NANOSTRUCTURES; POLYMERS; MOLECULES; SYSTEMS; POLYMERIZATION; HYDROGELATORS; NANOPARTICLES;
D O I
10.1002/asia.201402271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the synthesis of amphiphilic dendritic EDOT-peptide conjugates and discuss their stimuli-responsive self-assembly into polyanionic nanorods in water. In order to expand the general concept of frustrated growth, whereby attractive supramolecular interactions within the enlarged p-system of the hydrophobic core of a dendritic peptide are hampered by repulsive interactions in the hydrophilic periphery, we show that changes in the pH and ionic strength are both able to independently trigger the self-assembly of the dendritic monomers into supramolecular nanorods and nanofibers. These transitions are analyzed using circular dichroism and fluorescence spectroscopic methods, and the resulting supramolecular polymers are characterized by transmission electron microscopy.
引用
收藏
页码:2052 / 2057
页数:6
相关论文
共 91 条
[1]  
[Anonymous], 2013, Angew. Chem, DOI DOI 10.1002/ANGE.201300862
[2]  
[Anonymous], 2009, Angew. Chem
[3]  
[Anonymous], 2014, ANGEW CHE
[4]  
[Anonymous], 2008, Angew. Chem.
[5]  
[Anonymous], 2004, ANGEW CHEM, DOI [10.1002/ange.200352396, DOI 10.1002/ANGE.200352396]
[6]   Functional π-Gelators and Their Applications [J].
Babu, Sukumaran Santhosh ;
Praveen, Vakayil K. ;
Ajayaghosh, Ayyappanpillai .
CHEMICAL REVIEWS, 2014, 114 (04) :1973-2129
[7]   Control over Self-Assembly through Reversible Charging of the Aromatic Building Blocks in Photofunctional Supramolecular Fibers [J].
Baram, Jonathan ;
Shirman, Elijah ;
Ben-Shitrit, Netanel ;
Ustinov, Alona ;
Weissman, Haim ;
Pinkas, Iddo ;
Wolf, Sharon G. ;
Rybtchinski, Boris .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (45) :14966-+
[8]   A Fast pH-Switchable and Self-Healing Supramolecular Hydrogel Carrier for Guided, Local Catheter Injection in the Infarcted Myocardium [J].
Bastings, Maartje M. C. ;
Koudstaal, Stefan ;
Kieltyka, Roxanne E. ;
Nakano, Yoko ;
Pape, A. C. H. ;
Feyen, Dries A. M. ;
van Slochteren, Frebus J. ;
Doevendans, Pieter A. ;
Sluijter, Joost P. G. ;
Meijer, E. W. ;
Chamuleau, Steven A. J. ;
Dankers, Patricia Y. W. .
ADVANCED HEALTHCARE MATERIALS, 2014, 3 (01) :70-78
[9]   Paramagnetic self-assembled nanoparticles as supramolecular MRI contrast agents [J].
Besenius, Pol ;
Heynens, Joeri L. M. ;
Straathof, Roel ;
Nieuwenhuizen, Marko M. L. ;
Bomans, Paul H. H. ;
Terreno, Enzo ;
Aime, Silvio ;
Strijkers, Gustav J. ;
Nicolay, Klaas ;
Meijer, E. W. .
CONTRAST MEDIA & MOLECULAR IMAGING, 2012, 7 (03) :356-361
[10]   Controlled Supramolecular Oligomerization of C3-Symmetrical Molecules in Water: The Impact of Hydrophobic Shielding [J].
Besenius, Pol ;
van den Hout, Kelly P. ;
Albers, Harald M. H. G. ;
de Greef, Tom F. A. ;
Olijve, Luuk L. C. ;
Hermans, Thomas M. ;
de Waal, Bas F. M. ;
Bomans, Paul H. H. ;
Sommerdijk, Nico A. J. M. ;
Portale, Giuseppe ;
Palmans, Anja R. A. ;
van Genderen, Marcel H. P. ;
Vekemans, Jef A. J. M. ;
Meijer, E. W. .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (18) :5193-5203