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Supramolecular nanoreactors for intracellular singlet-oxygen sensitization

Swaminathan, S., Fowley, Colin, Thapaliya, E.R., McCaughan, Bridgeen, Tang, S., Fraix, A., Captain, B., Sortino, S., Callan, J and Raymo, F.M. (2015) Supramolecular nanoreactors for intracellular singlet-oxygen sensitization. Nanoscale, 7 (33). pp. 14071-14079. [Journal article]

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URL: http://www.scopus.com/inward/record.url?eid=2-s2.0-84939193577&partnerID=40&md5=86c41e009da81e28d1e59e0d63a9267b

DOI: 10.1039/c5nr02672e

Abstract

An amphiphilic polymer with multiple decyl and oligo(ethylene glycol) chains attached to a common poly(methacrylate) backbone assembles into nanoscaled particles in aqueous environments. Hydrophobic anthracene and borondipyrromethene (BODIPY) chromophores can be co-encapsulated within the self-assembling nanoparticles and transported across hydrophilic media. The reversible character of the noncovalent bonds, holding the supramolecular containers together, permits the exchange of their components with fast kinetics in aqueous solution. Incubation of cervical cancer (HeLA) cells with a mixture of two sets of nanoparticles, pre-loaded independently with anthracene or BODIPY chromophores, results in guest scrambling first and then transport of co-entrapped species to the intracellular space. Alternatively, incubation of cells with the two sets of nanocarriers in consecutive steps permits the sequential transport of the anthracene and BODIPY chromophores across the plasma membrane and only then allows their co-encapsulation within the same supramolecular containers. Both mechanisms position the two sets of chromophores with complementary spectral overlap in close proximity to enable the efficient transfer of energy intracellularly from the anthracene donors to the BODIPY acceptors. In the presence of iodine substituents on the BODIPY platform, intersystem crossing follows energy transfer. The resulting triplet state can transfer energy further to molecular oxygen with the concomitant production of singlet oxygen to induce cell mortality. Furthermore, the donor can be excited with two near-infrared photons simultaneously to permit the photoinduced generation of singlet oxygen intracellularly under illumination conditions compatible with applications in vivo. Thus, these supramolecular strategies to control the excitation dynamics of multichromophoric assemblies in the intracellular environment can evolve into valuable protocols for photodynamic therapy. © The Royal Society of Chemistry 2015.

Item Type:Journal article
Keywords:Anthracene; Cell membranes; Chromophores; Containers; Energy transfer; Ethylene; Ethylene glycol; Infrared devices; Lanthanum compounds; Nanoparticles; Oxygen; Photodynamic therapy; Solutions; Supramolecular chemistry, Concomitant production; Illumination conditions; Inter-system crossings; Intracellular spaces; Nanoscaled particles; Near-infrared photons; Oligo(ethylene glycol); Photo-induced generation, Molecular oxygen
Faculties and Schools:Faculty of Life and Health Sciences > School of Pharmacy and Pharmaceutical Science
Faculty of Life and Health Sciences
Research Institutes and Groups:Biomedical Sciences Research Institute
Biomedical Sciences Research Institute > Pharmacy & Pharmaceutical Sciences
ID Code:34134
Deposited By: Dr Bridgeen Callan
Deposited On:06 Apr 2016 13:42
Last Modified:06 Apr 2016 13:42

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