Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10193001" target="_blank" >RIV/00216208:11310/13:10193001 - isvavai.cz</a>
Alternative codes found
RIV/68081707:_____/13:00420905 RIV/61388963:_____/13:00420905 RIV/00216224:14740/13:00072686
Result on the web
<a href="http://pubs.acs.org/doi/abs/10.1021/jo4011574" target="_blank" >http://pubs.acs.org/doi/abs/10.1021/jo4011574</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jo4011574" target="_blank" >10.1021/jo4011574</a>

Result language
angličtina
Original language name
Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA
Original language description
Aqueous-phase Heck coupling methodology was developed for direct attachment of butyl acrylate to 5-iodoracil, 5-iodocytosine, 7-iodo-7-deazaadenine, and 7-iodo-7-deazaguanine 2'-deoxyribonncleoside 5'-O-monophosphates (dNMPs). and 5'-O-triphosphates (dNTPs) and compared with the classical approach of phosphorylation of the corresponding modified nucleosides. The 7-substituted 7-deazapurine nucleotides (dA(BA)MP, dA(BA)TP, dG(BA)MP, and dG(BA)TP) were prepared by the direct Heck coupling of nucleotides in good yields (35-55%), whereas the pyrimidine nucleotides reacted. poorly and the corresponding BA-Modified dNTPs were prepared by triphosphorylation of the Modified nucleosides. The. acrylate-modified dN(BA)TPs (N = A, C, and U) were good substrates for DNA polymerases and were used for enzymatic synthesis of acrylate-modified DNA by primer extension, whereas dG(BA)TP was an inhibitor of polymerases. The butyl acrylate group was found to be a useful redox label giving a strong reductio
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
<a href="/en/project/IAA400040901" target="_blank" >IAA400040901: DNA labeling with redox markers for electrochemical sensing. Applications in analysis of nucleotide sequences and molecular diagnostics</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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