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Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA
Autoři | |
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Rok publikování | 2013 |
Druh | Článek v odborném periodiku |
Časopis / Zdroj | The journal of organic chemistry |
Fakulta / Pracoviště MU | |
Citace | |
Doi | http://dx.doi.org/10.1021/jo4011574 |
Obor | Biochemie |
Klíčová slova | DNA polymerase; DNA labelling; nucleoside triphosphates |
Popis | 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'-deoxyribonucleoside 5'-O-monophosphates (dNMPs) and 5'-O-triphosphates (dNTPs) and compared with the classical approach of phosphorylation of the corresponding 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. |