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dc.contributor.author
Sproviero, Michael
dc.contributor.author
Verwey, Anne M.R.
dc.contributor.author
Rankin, Katherine M.
dc.contributor.author
Witham, Aaron A.
dc.contributor.author
Soldatov, Dmitriy V.
dc.contributor.author
Manderville, Richard A.
dc.contributor.author
Fekry, Mostafa I.
dc.contributor.author
Sturla, Shana J.
dc.contributor.author
Sharma, Purshotam
dc.contributor.author
Wetmore, Stacey D.
dc.date.accessioned
2020-07-07T05:56:55Z
dc.date.available
2017-06-11T16:22:04Z
dc.date.available
2019-04-04T12:21:37Z
dc.date.available
2020-07-07T05:56:55Z
dc.date.issued
2014-12-01
dc.identifier.issn
1362-4962
dc.identifier.issn
0301-5610
dc.identifier.other
10.1093/nar/gku1093
en_US
dc.identifier.uri
http://hdl.handle.net/20.500.11850/98610
dc.identifier.doi
10.3929/ethz-b-000098610
dc.description.abstract
Chemical mutagens with an aromatic ring system may be enzymatically transformed to afford aryl radical species that preferentially react at the C8-site of 2′-deoxyguanosine (dG). The resulting carbon-linked C8-aryl-dG adduct possesses altered biophysical and genetic coding properties compared to the precursor nucleoside. Described herein are structural and in vitro mutagenicity studies of a series of fluorescent C8-aryl-dG analogues that differ in aryl ring size and are representative of authentic DNA adducts. These structural mimics have been inserted into a hotspot sequence for frameshift mutations, namely, the reiterated G3-position of the NarI sequence within 12mer (NarI(12)) and 22mer (NarI(22)) oligonucleotides. In the NarI(12) duplexes, the C8-aryl-dG adducts display a preference for adopting an anti-conformation opposite C, despite the strong syn preference of the free nucleoside. Using the NarI(22) sequence as a template for DNA synthesis in vitro, mutagenicity of the C8-aryl-dG adducts was assayed with representative high-fidelity replicative versus lesion bypass Y-family DNA polymerases, namely, Escherichia coli pol I Klenow fragment exo− (Kf−) and Sulfolobus solfataricus P2 DNA polymerase IV (Dpo4). Our experiments provide a basis for a model involving a two-base slippage and subsequent realignment process to relate the miscoding properties of C-linked C8-aryl-dG adducts with their chemical structures.
en_US
dc.format
application/pdf
en_US
dc.language.iso
en
en_US
dc.publisher
Oxford University Press
en_US
dc.rights.uri
http://creativecommons.org/licenses/by/4.0/
dc.title
Structural and biochemical impact of C8-aryl-guanine adducts within the NarI recognition DNA sequence: Influence of aryl ring size on targeted and semi-targeted mutagenicity
en_US
dc.type
Journal Article
dc.rights.license
Creative Commons Attribution 4.0 International
dc.date.published
2014-10-31
ethz.journal.title
Nucleic Acids Research
ethz.journal.volume
42
en_US
ethz.journal.issue
21
en_US
ethz.journal.abbreviated
Nucleic Acids Res.
ethz.pages.start
13405
en_US
ethz.pages.end
13421
en_US
ethz.size
17 p.
en_US
ethz.version.deposit
publishedVersion
en_US
ethz.notes
It was possible to publish this article open access thanks to a Swiss National Licence with the publisher
en_US
ethz.grant
DNA Adduct Molecular Probes: Elucidating the Diet-Cancer Connection at Chemical Resolution
en_US
ethz.identifier.wos
ethz.publication.place
Oxford
en_US
ethz.publication.status
published
en_US
ethz.leitzahl
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02070 - Dep. Gesundheitswiss. und Technologie / Dep. of Health Sciences and Technology::02701 - Inst.f. Lebensmittelwiss.,Ernährung,Ges. / Institute of Food, Nutrition, and Health::03853 - Sturla, Shana / Sturla, Shana
en_US
ethz.leitzahl.certified
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02070 - Dep. Gesundheitswiss. und Technologie / Dep. of Health Sciences and Technology::02701 - Inst.f. Lebensmittelwiss.,Ernährung,Ges. / Institute of Food, Nutrition, and Health::03853 - Sturla, Shana / Sturla, Shana
ethz.grant.agreementno
260341
ethz.grant.fundername
EC
ethz.grant.funderDoi
10.13039/501100000780
ethz.grant.program
FP7
ethz.date.deposited
2017-06-11T16:22:20Z
ethz.source
ECIT
ethz.identifier.importid
imp593652f88f77914956
ethz.ecitpid
pub:154230
ethz.eth
yes
en_US
ethz.availability
Open access
en_US
ethz.date.embargoend
2017-12-01
ethz.rosetta.installDate
2017-07-13T08:30:46Z
ethz.rosetta.lastUpdated
2024-02-02T11:21:55Z
ethz.rosetta.versionExported
true
ethz.COinS
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