Počet záznamů: 1
Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA
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SYSNO ASEP 0420905 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA Tvůrce(i) Daďová, Jitka (UOCHB-X) RID
Vidláková, Pavlína (BFU-R)
Pohl, Radek (UOCHB-X) RID, ORCID
Havran, Luděk (BFU-R) RID, ORCID
Fojta, Miroslav (BFU-R) RID, ORCID
Hocek, Michal (UOCHB-X) RID, ORCIDCelkový počet autorů 6 Zdroj.dok. Journal of Organic Chemistry. - : American Chemical Society - ISSN 0022-3263
Roč. 78, č. 19 (2013), s. 9627-9637Poč.str. 11 s. Jazyk dok. eng - angličtina Země vyd. US - Spojené státy americké Klíč. slova nucleic-acids ; enzymatic incorporation ; protein interactions ; functionalized DNA Vědní obor RIV CC - Organická chemie CEP IAA400040901 GA AV ČR - Akademie věd Institucionální podpora UOCHB-X - RVO:61388963 ; BFU-R - RVO:68081707 UT WOS 000326320100010 EID SCOPUS 84885099471 DOI 10.1021/jo4011574 Anotace 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 reduction peak at -1.3 to -1.4 V in cyclic voltammetry. Pracoviště Ústav organické chemie a biochemie Kontakt asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Rok sběru 2014
Počet záznamů: 1