Fluorescent water-soluble probes based on dendritic PEG substituted perylene bisimides: synthesis, photophysical properties, and live cell images

Self-Assembled Fluorescent Nanoparticles from π-Conjugated Small Molecules: En Route to Biological Applications

“…Spectral changes such as a broader and less structured absorption spectrum as well as a reduced absorption coefficient upon aggregation are due to strong excitonic interactions between the PBI chromophores . Supressing aggregation of perylene derivatives by shielding the PBI chromophore, however, can result in comparable fluorescence quantum yields in water and organic solvents . Similar behaviour was observed for Newkome dendronized perylene derivatives ( 34 ) by Hirsch et al; first generation Newkome dendronized PBIs aggregated into irregular architectures and second and larger generation PBIs dissolved molecularly.…”

Amino Acid Derivatized Arylenediimides: A Versatile Modular Approach for Functional Molecular Materials

“…Thus these labeled polymers could probe the local environment and finds use in studying heterogeneity of the host. Recently, dendritic PDI ( 79 ‐ 84 ) probes were designed for live‐cell imaging applications 94, 95. The dendritic PDI probe comprised of triblock structures: PDIs moieties, branched oligo (aspartic acid)s and polyethylene glycol chains as fluorescent cores, scaffolds for suppressing aggregation of the central PDI chromophore and hydrophilic shells for inducing water solubility and reducing cytotoxicity respectively.…”

“…a), c), e) and g) Bright‐field images of Hela cells stained by 80 , 81 , 83 and 84 respectively. b), d), f) and h) are the corresponding confocal fluorescence images of a), c), e) and g) respectively 95. Reproduced with permission 95.…”

Water soluble fluorescent-magnetic perylenediimide-containing maghemite-nanoparticles for bimodal MRI/OI imaging

“…Taking advantage of these outstanding properties they have been exploited mainly in organic electronics [16,17] and, more recently, in biological applications [18,19]. Among other bioapplications, PDIs have been used for biolabeling cardiac cells [20,21] and His-tagged proteins [22].…”