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dc.contributor.authorKITCHEN, JONATHAN
dc.contributor.authorKELLY, JOHN MOFFAT
dc.contributor.authorGUNNLAUGSSON, THORFINNUR
dc.date.accessioned2013-08-12T14:45:24Z
dc.date.available2013-08-12T14:45:24Z
dc.date.issued2012
dc.date.submitted2012en
dc.identifier.citationBanerjee, S, Kitchen, JA, Gunnlaugsson, T, Kelly, JM, Synthesis and photophysical evaluation of a pyridinium 4-amino-1,8-naphthalimide derivative that upon intercalation displays preference for AT-rich double-stranded DNA, Organic & Biomolecular Chemistry, 10, 2012, 3033-3043en
dc.identifier.otherY
dc.identifier.urihttp://hdl.handle.net/2262/67013
dc.descriptionPUBLISHEDen
dc.description.abstractThe synthesis, characterisation and solid state crystal structure of a cationic 4-amino-1,8-naphthalimide derivative (1) are described. The photophysical properties of 1 are shown to vary with the solvent polarity and H-bonding ability. The fluorescence of 1 is enhanced and blue-shifted in its 1 : 1 complex with 5?-adenosine-monophosphate while it is partially quenched and red-shifted in its complex with 5?-guanosine-monophosphate. Linear and circular dichroism measurements show that 1 binds to double-stranded DNA by intercalation. Comparative UV-visible and fluorescence studies with double stranded synthetic polynucleotides poly(dA?dT)2 and poly(dG?dC)2 show that 1 binds much more strongly to the AT polymer; 1 also has a strong preference for A?T rich sequences in natural DNA. Thermal denaturation measurements also reveal a much greater stabilisation of the double-stranded poly (dA?dT)2 than of natural DNA.en
dc.description.sponsorshipFinancial support of Science Foundation Ireland (SFI) for RFP 2006, RFP2007, RFP 2009 and PRTLI for Cycle 4 funding to CSCB is acknowledged. JAK thanks IRCSET for a postdoctoral fellowship. We would like to thank particularly Dr John O?Brien and Dr Martin Feeney for their help with NMR and MS, respectively and Professor Mike Towrie, Dr Ian Clark and Dr Greg Greetham of the Ultrafast Laboratory of the STFC Rutherford Appleton Laboratory for the picosecond transient absorption measurements.en
dc.format.extent3033-3043en
dc.language.isoenen
dc.relation.ispartofseriesOrganic & Biomolecular Chemistry;
dc.relation.ispartofseries10;
dc.rightsYen
dc.subjectThermal denaturationen
dc.subject.lcshThermal denaturationen
dc.titleSynthesis and photophysical evaluation of a pyridinium 4-amino-1,8-naphthalimide derivative that upon intercalation displays preference for AT-rich double-stranded DNAen
dc.typeJournal Articleen
dc.type.supercollectionscholarly_publicationsen
dc.type.supercollectionrefereed_publicationsen
dc.identifier.peoplefinderurlhttp://people.tcd.ie/jmkelly
dc.identifier.peoplefinderurlhttp://people.tcd.ie/jkitchen
dc.identifier.peoplefinderurlhttp://people.tcd.ie/gunnlaut
dc.identifier.rssinternalid82480


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