dc.contributor.author |
Hume, Paul |
en |
dc.contributor.author |
Brimble, Margaret |
en |
dc.contributor.author |
Reynisson, Johannes |
en |
dc.date.accessioned |
2016-07-25T05:29:37Z |
en |
dc.date.available |
2012-02-20 |
en |
dc.date.issued |
2012-03-30 |
en |
dc.identifier.citation |
Australian Journal of Chemistry, 2012, 65 (4), pp. 402 - 408 (7) |
en |
dc.identifier.issn |
0004-9425 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/29589 |
en |
dc.description.abstract |
The thermochemical cascades for the bioreductive alkylation of DNA by kalafungin were calculated using density functional theory (DFT). Guanine (G) was used as a model nucleotide. According to the calculations both one- and two-electron reduction of kalafungin is possible in vivo. Furthermore, a clear pathway was found for both mono- and bis-alkylations of G with the former favoured. Alkylation at C-8 position of G is considerably more exothermic than on the N2-exocyclic amine. In the absence of experimentally identified adduct structures of kalafungin, the results presented here support the idea that this compound readily forms covalent bonds with DNA resulting in pro-mutagenic lesions. |
en |
dc.language |
English |
en |
dc.publisher |
CSIRO |
en |
dc.relation.ispartofseries |
Australian Journal of Chemistry |
en |
dc.rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/0004-9425/
http://www.publish.csiro.au/nid/36.htm |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.subject |
Science & Technology |
en |
dc.subject |
Physical Sciences |
en |
dc.subject |
Chemistry, Multidisciplinary |
en |
dc.subject |
Chemistry |
en |
dc.subject |
DENSITY-FUNCTIONAL THEORY |
en |
dc.subject |
ONE-ELECTRON REDUCTION |
en |
dc.subject |
QUINONE METHIDE |
en |
dc.subject |
AQUEOUS-SOLUTION |
en |
dc.subject |
ENERGY |
en |
dc.subject |
SOLVATION |
en |
dc.subject |
EXCHANGE |
en |
dc.subject |
MODELS |
en |
dc.subject |
AGENTS |
en |
dc.title |
The Bioreductive Alkylation of DNA by Kalafungin: A Theoretical Investigation |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1071/CH12018 |
en |
pubs.issue |
4 |
en |
pubs.begin-page |
402 |
en |
pubs.volume |
65 |
en |
dc.description.version |
VoR - Version of Record |
en |
dc.rights.holder |
|
en |
pubs.author-url |
http://www.publish.csiro.au/?paper=CH12018 |
en |
pubs.end-page |
408 |
en |
pubs.publication-status |
Published |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
354327 |
en |
pubs.org-id |
Science |
en |
pubs.org-id |
Chemistry |
en |
pubs.org-id |
Science Research |
en |
pubs.org-id |
Maurice Wilkins Centre (2010-2014) |
en |
dc.identifier.eissn |
1445-0038 |
en |
pubs.record-created-at-source-date |
2012-09-28 |
en |