“Clicked” Porphyrin-cucurbituril conjugate: a new multifunctional supramolecular assembly based on triglycosylated porphyrin and Monopropargyloxycucurbit[7]uril

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buir.contributor.authorKoç, Ahmet
buir.contributor.authorKhan, Rehan
buir.contributor.authorTuncel, Dönüş
dc.citation.epage15555en_US
dc.citation.issueNumber58en_US
dc.citation.spage15550en_US
dc.citation.volumeNumber24en_US
dc.contributor.authorKoç, Ahmeten_US
dc.contributor.authorKhan, Rehanen_US
dc.contributor.authorTuncel, Dönüşen_US
dc.date.accessioned2019-02-21T16:01:23Zen_US
dc.date.available2019-02-21T16:01:23Zen_US
dc.date.issued2018en_US
dc.departmentDepartment of Chemistryen_US
dc.departmentNanotechnology Research Center (NANOTAM)en_US
dc.departmentInstitute of Materials Science and Nanotechnology (UNAM)en_US
dc.description.abstractThe design, synthesis, and characterization of a new multifunctional supramolecular assembly based on a photoactive glycosylated porphyrin and covalently attached monofunctionalized cucurbit[7]uril (CB7) are reported. To obtain the target supramolecular assembly, azido-functionalized tetraphenylporphyrin (TPP) was used as a building block. TPP was first glycosylated by copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, then a monopropargyloxy-functionalized-CB7 unit was conjugated to glycosylated TPP with a second CuAAC reaction. The host-guest chemistry of the assembly was investigated by 1H NMR experiments to establish the availability of the CB7 as a host. The imidazole-based guest, which is known to have high affinity toward CB7, was observed to form inclusion complex with CB7. It was also demonstrated that this supramolecular assembly can serve as an efficient photosensitizer for the generation of singlet oxygen.en_US
dc.description.provenanceMade available in DSpace on 2019-02-21T16:01:23Z (GMT). No. of bitstreams: 1 Bilkent-research-paper.pdf: 222869 bytes, checksum: 842af2b9bd649e7f548593affdbafbb3 (MD5) Previous issue date: 2018en_US
dc.description.sponsorshipWe thank The Scientific and Technological Research Council of Turkey-TÜBİTAK for funding (KBAG 215Z035).en_US
dc.embargo.release2019-10-17en_US
dc.identifier.doi10.1002/chem.201804024en_US
dc.identifier.issn0947-6539 (print)en_US
dc.identifier.issn1521-3765 (online)en_US
dc.identifier.urihttp://hdl.handle.net/11693/49840en_US
dc.language.isoEnglishen_US
dc.publisherWiley-VCH Verlagen_US
dc.relation.isversionofhttps://doi.org/10.1002/chem.201804024en_US
dc.relation.projectCouncil for Scientific and Industrial Research, CSIR: KBAG 215Z035en_US
dc.source.titleChemistry - A European Journalen_US
dc.subjectDrug deliveryen_US
dc.subjectPhotosensitizersen_US
dc.subjectPorphyrinoidsen_US
dc.subjectSinglet oxygenen_US
dc.subjectSupramolecular chemistryen_US
dc.title“Clicked” Porphyrin-cucurbituril conjugate: a new multifunctional supramolecular assembly based on triglycosylated porphyrin and Monopropargyloxycucurbit[7]urilen_US
dc.typeArticleen_US

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