Pre- and postfunctionalized self-assembled pi-conjugated fluorescent organic nanoparticles for dual targeting

K. Petkau - Milroy, A.G. Kaeser, I. Fischer, L. Brunsveld, A.P.H.J. Schenning

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Abstract

There is currently a high demand for novel approaches to engineer fluorescent nanoparticles with precise surface properties suitable for various applications, including imaging and sensing. To this end, we report a facile and highly reproducible one-step method for generating functionalized fluorescent organic nanoparticles via self-assembly of prefunctionalized p-conjugated oligomers. The engineered design of the nonionic amphiphilic oligomers enables the introduction of different ligands at the extremities of inert ethylene glycol side chains without interfering with the self-assembly process. The intrinsic fluorescence of the nanoparticles permits the measurement of their surface properties and binding to dye-labeled target molecules via Förster resonance energy transfer (FRET). Co-assembly of differently functionalized oligomers is also demonstrated, which enables the tuning of ligand composition and density. Furthermore, nanoparticle prefunctionalization has been combined with subsequent postmodification of azide-bearing oligomers via click chemistry. This allows for expanding ligand diversity at two independent stages in the nanoparticle fabrication process. The practicability of the different methods entails greater control over surface functionality. Through labeling with different ligands, selective binding of proteins, bacteria, and functionalized beads to the nanoparticles has been achieved. This, in combination with the absence of unspecific adsorption, clearly demonstrates the broad potential of these nanoparticles for selective targeting and sequestration. Therefore, controlled bifunctionalization of fluorescent p-conjugated oligomer nanoparticles represents a novel approach with high applicability to multitargeted imaging and sensing in biology and medicine.
Original languageEnglish
Pages (from-to)17063-17071
JournalJournal of the American Chemical Society
Volume133
Issue number42
DOIs
Publication statusPublished - 2011

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Nanoparticles
Oligomers
Ligands
Surface Properties
Self assembly
Surface properties
Bearings (structural)
Click Chemistry
Imaging techniques
Azides
Ethylene Glycol
Energy Transfer
Ethylene glycol
Energy transfer
Labeling
Adsorption
Medicine
Bacteria
Carrier Proteins
Coloring Agents

Cite this

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title = "Pre- and postfunctionalized self-assembled pi-conjugated fluorescent organic nanoparticles for dual targeting",
abstract = "There is currently a high demand for novel approaches to engineer fluorescent nanoparticles with precise surface properties suitable for various applications, including imaging and sensing. To this end, we report a facile and highly reproducible one-step method for generating functionalized fluorescent organic nanoparticles via self-assembly of prefunctionalized p-conjugated oligomers. The engineered design of the nonionic amphiphilic oligomers enables the introduction of different ligands at the extremities of inert ethylene glycol side chains without interfering with the self-assembly process. The intrinsic fluorescence of the nanoparticles permits the measurement of their surface properties and binding to dye-labeled target molecules via F{\"o}rster resonance energy transfer (FRET). Co-assembly of differently functionalized oligomers is also demonstrated, which enables the tuning of ligand composition and density. Furthermore, nanoparticle prefunctionalization has been combined with subsequent postmodification of azide-bearing oligomers via click chemistry. This allows for expanding ligand diversity at two independent stages in the nanoparticle fabrication process. The practicability of the different methods entails greater control over surface functionality. Through labeling with different ligands, selective binding of proteins, bacteria, and functionalized beads to the nanoparticles has been achieved. This, in combination with the absence of unspecific adsorption, clearly demonstrates the broad potential of these nanoparticles for selective targeting and sequestration. Therefore, controlled bifunctionalization of fluorescent p-conjugated oligomer nanoparticles represents a novel approach with high applicability to multitargeted imaging and sensing in biology and medicine.",
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Pre- and postfunctionalized self-assembled pi-conjugated fluorescent organic nanoparticles for dual targeting. / Petkau - Milroy, K.; Kaeser, A.G.; Fischer, I.; Brunsveld, L.; Schenning, A.P.H.J.

In: Journal of the American Chemical Society, Vol. 133, No. 42, 2011, p. 17063-17071.

Research output: Contribution to journalArticleAcademicpeer-review

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AU - Schenning, A.P.H.J.

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