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Organisationseinheit der BAM
Nanoparticles with novel physico-chemical properties have an impact on various scientific disciplines, including medical diagnostics, energy conversion, catalysis, and solid-state lighting. Here, I present examples from my previous work on organic and inorganic nanoscale systems, such as superparamagnetic iron oxide nanoparticles (SPIONs) for blood platelet labeling and magnetic copper-doped bioactive glasses for bone cancer therapy. Additionally, I provide a first insight into my recently started Ph.D. project focusing on bichromophoric organic fluorophores exhibiting Aggregation-Induced Dual-Emission (AIDE) and their integration into nanostructures for water-dispersible nanoscale reporters and nanosensors.
Aroyl-S,N-ketene acetal-based bichromophores are synthesized by a catalytic aryl amination and their photophysics are studied in the solid state, in ethanol–water mixtures inducing aggregation, and after encapsulation in polystyrene nanoparticles. The dye substitution pattern controls aggregation-induced emission and intramolecular energy transfer efficiency, resulting in single-band or dual fluorescence and a strong increase in fluorescence quantum yield upon particle encapsulation.
Preparation workflows of fluorescent nm- and µm-sized polymer particles used as reporters in fluorescent assays, bioimaging, and sensing studies or calibration tools for fluorescence methods in the life sciences can be time-consuming and labor-intensive. Also, the outcome can be operator dependent. Here, we present simple and cost-efficient automated workflows for dye loading and surface labeling of polystyrene particles (PSP), using a commercial self-programmable pipetting robot. For developing and fine-tuning automated staining workflows, hydrophobic Nile Red (NR) was incorporated into 100 nm, 200 nm, and 1000 nm PSP by an adapted swelling procedure of premanufactured particles in the presence of hydrophobic dyes, thereby confirming its reliability and versatility. Subsequent expansion of our automation concept to the labeling of carboxylated PSP with pH-sensitive 6-aminofluorescein (6-AMF) and aminated PSP with pH-responsive fluorescein isocyanate (FITC) demonstrated its broad applicability. All automated workflows were optimized and validated by gravimetry and spectroscopic measurements with a microtiter plate (MTP) reader in absorption and fluorescence mode to ensure particle recovery and reproducible fluorescence features and determine PSP dye loading and labeling efficiencies. Comparison with the manual fabrication of NR-stained PSP using an established swelling protocol showed that our automation approach utilizing a pipetting robot considerably reduced the variability in particle recovery and dye loading efficiency. Overall, our simple, labor- and time-efficient workflows with inexpensive and broadly available commercial automation tools present attractive alternatives to manual particle loading and labeling and provide the basis for fast parameter screening, parallel processing, and decreased hands-on time.
AbstractDi(hetero)aroyl dichlorides are desymmetrized upon sequential reaction with alcohols and 2‐methyl N‐benzyl thiazolium salts within the course of a one‐pot three‐component reaction yielding ester‐substituted aroyl‐S,N‐ketene acetals under mild conditions in good yields. A prerequisite for the concise one‐pot process is the different nucleophilicity of the alcohols and in situ generated S,N‐ketene acetals. The resulting compounds are merocyanines with dominant charge‐transfer absorption bands which are fluorescent in the solid state, but not in solution. In water/ethanol solvent mixtures of increasing water content, the water‐insoluble dyes display typical aggregation‐induced emission (AIE) characteristics. The water fraction inducing AIE as well as the emission color, and fluorescence quantum yield (Φf) of the aggregated dyes can be controlled by the alcohol part of the ester moiety. Encapsulation into polystyrene nanoparticles can lead to a considerable increase of the fluorescence quantum yield Φf to 30% as shown for a representatively chosen dye revealing the highest Φf of 11% within the dye series in the water/ethanol mixtures and enabling the usage of these dyes as fluorescent reporters in aqueous environments.