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rdf:type |
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lifeskim:mentions |
umls-concept:C0020792,
umls-concept:C0026879,
umls-concept:C0037815,
umls-concept:C0167199,
umls-concept:C0178499,
umls-concept:C0205296,
umls-concept:C0231881,
umls-concept:C0243071,
umls-concept:C0376249,
umls-concept:C0597557,
umls-concept:C1705165,
umls-concept:C1709915,
umls-concept:C2700061
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pubmed:issue |
8
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pubmed:dateCreated |
1999-5-17
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pubmed:abstractText |
UV resonance Raman spectroscopy was used to detect and estimate the frequency of the unfavored imino tautomer of the transition mutagen 5-hydroxy-2'-deoxycytidine (HO5dCyt) in its anionic form. In DNA, this 2'-deoxycytidine analog arises from the oxidation of 2'-deoxycytidine and induces C --> T transitions with 10(2) greater frequency than such spontaneous transitions. An imino tautomer marker carbonyl band (approximately 1650 cm-1) is enhanced at approximately 65 degrees C against an otherwise stable spectrum of bands associated with the favored amino tautomer. This band is similarly present in the UV resonance Raman spectra of the imino cytidine analogs N3-methylcytidine at high pH and N4-methoxy-2'-deoxycytidine at pH 7 and displays features attributable to the imino form of C residues and their derivatives. The fact that the imino tautomer of HO5dCyt occurs at a frequency consistent with its high mutagenic enhancement lends strong support to the hypothesis that unfavored base tautomers play important roles in the mispair intermediates of replication leading to substitution mutations.
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pubmed:grant |
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-13063483,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-1688644,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-1826106,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-1883202,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-237051,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-4378427,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-4614067,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-4694713,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-7513789,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-7517554,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-8328014,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-8450552,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-8764944,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-8973643,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-9016674,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-9380669,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-9520408,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-958482,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-958483,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-974127,
http://linkedlifedata.com/resource/pubmed/commentcorrection/10200291-9753724
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
0027-8424
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
13
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pubmed:volume |
96
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4500-5
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pubmed:dateRevised |
2009-11-18
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pubmed:meshHeading |
pubmed-meshheading:10200291-DNA,
pubmed-meshheading:10200291-Deoxycytidine,
pubmed-meshheading:10200291-Hydrogen Bonding,
pubmed-meshheading:10200291-Hydrogen-Ion Concentration,
pubmed-meshheading:10200291-Imines,
pubmed-meshheading:10200291-Mutagens,
pubmed-meshheading:10200291-Solvents,
pubmed-meshheading:10200291-Spectrophotometry, Ultraviolet,
pubmed-meshheading:10200291-Spectrum Analysis, Raman,
pubmed-meshheading:10200291-Stereoisomerism,
pubmed-meshheading:10200291-Structure-Activity Relationship,
pubmed-meshheading:10200291-Thermodynamics
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pubmed:year |
1999
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pubmed:articleTitle |
Identification by UV resonance Raman spectroscopy of an imino tautomer of 5-hydroxy-2'-deoxycytidine, a powerful base analog transition mutagen with a much higher unfavored tautomer frequency than that of the natural residue 2'-deoxycytidine.
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pubmed:affiliation |
Department of Molecular Biology, Princeton University, Princeton, NJ 08544, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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