Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
3
pubmed:dateCreated
2008-2-13
pubmed:abstractText
The carbonate radical anion is a biologically important one-electron oxidant that can directly abstract an electron from guanine, the most easily oxidizable DNA base. Oxidation of the 5'-d(CCTACGCTACC) sequence by photochemically generated CO3*- radicals in low steady-state concentrations relevant to biological processes results in the formation of spiroiminodihydantoin diastereomers and a previously unknown lesion. The latter was excised from the oxidized oligonucleotides by enzymatic digestion with nuclease P1 and alkaline phosphatase and identified by LC-MS/MS as an unusual intrastrand cross-link between guanine and thymine. In order to further characterize the structure of this lesion, 5'-d(GpCpT) was exposed to CO3*- radicals, and the cyclic nature of the 5'-d(G*pCpT*) cross-link in which the guanine C8-atom is bound to the thymine N3-atom was confirmed by LC-MS/MS, 1D and 2D NMR studies. The effect of bridging C bases on the cross-link formation was studied in the series of 5'-d(GpC(n)pT) and 5'-d(TpC(n)pG) sequences with n = 0, 1, 2 and 3. Formation of the G*-T* cross-links is most efficient in the case of 5'-d(GpCpT). Cross-link formation (n = 0) was also observed in double-stranded DNA molecules derived from the self-complementary 5'-d(TTACGTACGTAA) sequence following exposure to CO3*- radicals and enzymatic excision of the 5'-d(G*pT*) product.
pubmed:grant
pubmed:commentsCorrections
http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-10804560, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-11264456, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-11320091, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-11448244, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-11585704, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-11896694, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-12484769, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-12531868, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-12590514, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-12929437, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-14680366, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-14989259, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-15479083, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-15590679, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-15771492, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-16013075, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-16402835, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-16637637, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-16696563, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-16783334, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-16841958, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-17164902, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-17237348, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-2154753, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-2158784, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-26380, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-3241828, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-4414318, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-5036169, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-5845072, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-7578924, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-8619032, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-8902270, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-8924623, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-9134023, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-9149429, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-9358245, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-9588353, http://linkedlifedata.com/resource/pubmed/commentcorrection/18084033-9760274
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Feb
pubmed:issn
1362-4962
pubmed:author
pubmed:issnType
Electronic
pubmed:volume
36
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
742-55
pubmed:dateRevised
2010-9-22
pubmed:meshHeading
pubmed:year
2008
pubmed:articleTitle
Oxidation of single-stranded oligonucleotides by carbonate radical anions: generating intrastrand cross-links between guanine and thymine bases separated by cytosines.
pubmed:affiliation
Chemistry Department and Radiation and Solid State Laboratory, 31 Washington Place, New York University, New York, NY 10003-5180, USA.
pubmed:publicationType
Journal Article
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