Cyanostyryl-Guanidiniocarbonyl-Pyrrole Amphiphiles: From Aggregation-Induced Emission to Photodimerization,
Kevin Rudolph1, Lea Höfmann1, Sidharth Thulaseedharan Nair Sailaja1
1Faculty of Chemistry (Organic Chemistry), Center of Medical Biotechnology (ZMB) and Center for Nanointegration (CENIDE), University of Duisburg-Essen, Universitätsstraße 7, 45117, Essen, Germany.
Abstract:
Two Cyanostyryl-guanidiniocarbonyl-pyrrole based amphiphiles are synthesized and examined in detail. In addition to achieving aggregation-induced emission from self-assembly, resulting in nanoparticles, it was found that the observed [2 + 2] photocycloaddition tunes the photophysical properties. The guanidiniocarbonyl-pyrrole component of these hybrid luminophores is shown to bind oxo-anions, such as pyrene-tetracarboxylate, as confirmed by fluorescence lifetime measurements. Moreover, both amphiphiles are used in bio-imaging experiments with HeLa cells, demonstrating effective cellular uptake.
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