|
rdf:type |
|
|
lifeskim:mentions |
|
|
pubmed:issue |
12
|
|
pubmed:dateCreated |
2009-6-23
|
|
pubmed:abstractText |
A phosphoramidite reagent of N6-(2-deoxy-D-erythro-pentofuranosyl)-2,6-diamino-1,4-dihydro-4-oxo-5-N-methylformamidopyrimidine (MeFapy-dGuo) lesions was synthesized in four steps from 2'-deoxyguanosine. Fapy nucleosides can rearrange to the pyranose form when the 5'-hydroxyl group is unprotected. The phosphoramidite was incorporated into oligonucleotides using solid-phase synthesis by adjusting the deprotection time for removal of the 5'-dimethoxytrityl group of the MeFapy-dGuo nucleotide, thereby minimizing its rearrangement to the ribopyranose. The furanose and pyranose forms were differentiated by a series of two-dimensional NMR experiments.
|
|
pubmed:grant |
|
|
pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-10458704,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-10671534,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-10698287,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-11511180,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-11525688,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-11747463,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-11839760,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-12071730,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-12437337,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-14579447,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-14697754,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-14748710,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-15050824,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-15257608,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-15280055,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-15355100,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-15624916,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-1620605,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-16300379,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-16366567,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-16679449,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-17112234,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-17117870,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-18242999,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-2125491,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-3109476,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-3399381,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-3545059,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-386277,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-4917900,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-6462910,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-6722978,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-7051963,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-7083475,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-7188181,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-8003479,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-9383396,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-9521757,
http://linkedlifedata.com/resource/pubmed/commentcorrection/19053322-9625726
|
|
pubmed:language |
eng
|
|
pubmed:journal |
|
|
pubmed:citationSubset |
IM
|
|
pubmed:chemical |
|
|
pubmed:status |
MEDLINE
|
|
pubmed:month |
Dec
|
|
pubmed:issn |
0893-228X
|
|
pubmed:author |
|
|
pubmed:issnType |
Print
|
|
pubmed:volume |
21
|
|
pubmed:owner |
NLM
|
|
pubmed:authorsComplete |
Y
|
|
pubmed:pagination |
2324-33
|
|
pubmed:dateRevised |
2011-8-19
|
|
pubmed:meshHeading |
pubmed-meshheading:19053322-Chromatography, High Pressure Liquid,
pubmed-meshheading:19053322-DNA Damage,
pubmed-meshheading:19053322-Deoxyguanosine,
pubmed-meshheading:19053322-Formamides,
pubmed-meshheading:19053322-Magnetic Resonance Spectroscopy,
pubmed-meshheading:19053322-Methylation,
pubmed-meshheading:19053322-Oligonucleotides,
pubmed-meshheading:19053322-Organophosphorus Compounds,
pubmed-meshheading:19053322-Pyrimidines,
pubmed-meshheading:19053322-Spectrometry, Mass, Matrix-Assisted Laser...
|
|
pubmed:year |
2008
|
|
pubmed:articleTitle |
Site-specific synthesis and characterization of oligonucleotides containing an N6-(2-deoxy-D-erythro-pentofuranosyl)-2,6-diamino-3,4-dihydro-4-oxo-5-N-methylformamidopyrimidine lesion, the ring-opened product from N7-methylation of deoxyguanosine.
|
|
pubmed:affiliation |
Department of Chemistr, Center in Molecular Toxicology, Vanderbilt University, Nashville, Tennessee 37235-1822, USA.
|
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
|
