| dc.contributor.author | KITCHEN, JONATHAN | |
| dc.contributor.author | KELLY, JOHN MOFFAT | |
| dc.contributor.author | GUNNLAUGSSON, THORFINNUR | |
| dc.date.accessioned | 2013-08-12T14:45:24Z | |
| dc.date.available | 2013-08-12T14:45:24Z | |
| dc.date.issued | 2012 | |
| dc.date.submitted | 2012 | en |
| dc.identifier.citation | Banerjee, 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, 3033-3043 | en |
| dc.identifier.other | Y | |
| dc.description | PUBLISHED | en |
| dc.description.abstract | The 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.sponsorship | Financial 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.extent | 3033-3043 | en |
| dc.language.iso | en | en |
| dc.relation.ispartofseries | Organic & Biomolecular Chemistry; | |
| dc.relation.ispartofseries | 10; | |
| dc.rights | Y | en |
| dc.subject | Thermal denaturation | en |
| dc.subject.lcsh | Thermal denaturation | en |
| dc.title | Synthesis and photophysical evaluation of a pyridinium 4-amino-1,8-naphthalimide derivative that upon intercalation displays preference for AT-rich double-stranded DNA | en |
| dc.type | Journal Article | en |
| dc.type.supercollection | scholarly_publications | en |
| dc.type.supercollection | refereed_publications | en |
| dc.identifier.peoplefinderurl | http://people.tcd.ie/jmkelly | |
| dc.identifier.peoplefinderurl | http://people.tcd.ie/jkitchen | |
| dc.identifier.peoplefinderurl | http://people.tcd.ie/gunnlaut | |
| dc.identifier.rssinternalid | 82480 | |
| dc.identifier.uri | http://hdl.handle.net/2262/67013 | |
