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dc.contributor.authorLim, Kok Seong
dc.contributor.authorTaghizadeh, Koli
dc.contributor.authorWishnok, John S.
dc.contributor.authorBabu, I. Ramesh
dc.contributor.authorShafirovich, Vladimir
dc.contributor.authorGeacintov, Nicholas E.
dc.contributor.authorDedon, Peter C.
dc.date.accessioned2014-08-15T15:11:28Z
dc.date.available2014-08-15T15:11:28Z
dc.date.issued2012-02
dc.date.submitted2011-10
dc.identifier.issn0893-228X
dc.identifier.issn1520-5010
dc.identifier.urihttp://hdl.handle.net/1721.1/88712
dc.descriptionAvailable in PMC 2013 February 20en_US
dc.description.abstractThe goal of this study was to define the effect of DNA sequence on the reactivity of 8-oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodG) toward oxidation. To this end, we developed a quadrupole/time-of-flight (QTOF) mass spectrometric method to quantify the reactivity of site specifically modified oligodeoxyribonucleotides with two model oxidants: nitrosoperoxycarbonate (ONOOCO2–), a chemical mediator of inflammation, and photoactivated riboflavin, a classical one-electron oxidant widely studied in mutagenesis and charge transport in DNA. In contrast to previous observations with guanine [Margolin, Y., (2006) Nat. Chem. Biol.2, 365], sequence context did not affect the reactivity of ONOOCO2– with 8-oxodG, but photosensitized riboflavin showed a strong sequence preference in its reactivity with the following order (8-oxodG = O): COA ≈ AOG > GOG ≥ COT > TOC > AOC. That the COA context was the most reactive was unexpected and suggests a new sequence context where mutation hotspots might occur. These results point to both sequence- and agent-specific effects on 8-oxodG oxidation.en_US
dc.description.sponsorshipNational Institute of Environmental Health Sciences (Bioanalytical Facilties Core of the MIT Center for Environmental Health Sciences (ES002109))en_US
dc.description.sponsorshipNational Cancer Institute (U.S.) (CA026731)en_US
dc.description.sponsorshipNational Cancer Institute (U.S.) (CA110261)en_US
dc.language.isoen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.isversionofhttp://dx.doi.org/10.1021/tx200422gen_US
dc.rightsArticle is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.en_US
dc.sourcePMCen_US
dc.titleSequence-Dependent Variation in the Reactivity of 8-Oxo-7,8-dihydro-2′-deoxyguanosine toward Oxidationen_US
dc.typeArticleen_US
dc.identifier.citationLim, Kok Seong, Koli Taghizadeh, John S. Wishnok, I. Ramesh Babu, Vladimir Shafirovich, Nicholas E. Geacintov, and Peter C. Dedon. “Sequence-Dependent Variation in the Reactivity of 8-Oxo-7,8-Dihydro-2′-Deoxyguanosine Toward Oxidation.” Chemical Research in Toxicology 25, no. 2 (February 20, 2012): 366–373.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Center for Environmental Health Sciencesen_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Biological Engineeringen_US
dc.contributor.mitauthorLim, Kok Seongen_US
dc.contributor.mitauthorTaghizadeh, Kolien_US
dc.contributor.mitauthorWishnok, John S.en_US
dc.contributor.mitauthorBabu, I. Rameshen_US
dc.contributor.mitauthorDedon, Peter C.en_US
dc.relation.journalChemical Research in Toxicologyen_US
dc.eprint.versionAuthor's final manuscripten_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/PeerRevieweden_US
dspace.orderedauthorsLim, Kok Seong; Taghizadeh, Koli; Wishnok, John S.; Babu, I. Ramesh; Shafirovich, Vladimir; Geacintov, Nicholas E.; Dedon, Peter C.en_US
dc.identifier.orcidhttps://orcid.org/0000-0003-0011-3067
dc.identifier.orcidhttps://orcid.org/0000-0001-8533-2706
dc.identifier.orcidhttps://orcid.org/0000-0002-2325-552X
dc.identifier.orcidhttps://orcid.org/0000-0002-4607-5337
mit.licensePUBLISHER_POLICYen_US


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