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Guanosine and fullerene derived de-aggregation of a new phthalocyanine-linked cytidine derivative |
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| Authors: | Jonathan L Sessler Janarthanan Jayawickramarajah G Dan Pantos Dirk M Guldi |
| Institution: | a Department of Chemistry and Biochemistry and Institute for Cellular and Molecular Biology, 1 University Station, A5300, University of Texas at Austin, Austin, TX 78712-0165, USA b Universidad Autónoma de Madrid, Departmento de Química Orgánica, Campus de Cantoblanco, Madrid, Spain c Universität Erlangen, Institute for Physical and Theoretical Chemistry, 91058 Erlangen, Germany |
| Abstract: | Electronic absorption and emission properties of a new cytidine tethered zinc phthalocyanine 2 were used to probe the aggregation and guanosine/C60 derived de-aggregation of this nucleobase linked phthalocyanine. These experiments revealed that 2 aggregates even at low concentrations in a competitive solvent system (1.1×10−6 M in 20% DCM/toluene). Nucleobase-metal coordination and slipped co-facial π-stacking interactions are both important in aggregate formation. Guanosine 5, C606, and a guanosine-C60 chimera 4 were employed as potential aggregate disruptors. These experiments revealed that both guanosine and fullerene subunits are effective in disrupting the aggregate formed by 2. Such findings support the conclusion that base-pairing, π-stacking, as well as nucleobase-metal coordination interactions play important roles in the de-aggregation of 2. |
| Keywords: | Phthalocyanine aggregation Phthalocyanine de-aggregation Fullerenes Nucleobases Non-covalent interactions Electronic spectra |
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