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

J 2013

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

DADOVÁ, Jitka; Pavlína VIDLÁKOVÁ; Radek POHL; Luděk HAVRAN; Miroslav FOJTA et al.

Základní údaje

Originální název

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

Autoři

DADOVÁ, Jitka; Pavlína VIDLÁKOVÁ; Radek POHL; Luděk HAVRAN; Miroslav FOJTA a Michal HOCEK

Vydání

The journal of organic chemistry, Washington, American Chemical Society, 2013, 0022-3263

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Impakt faktor

Impact factor: 4.638

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14740/13:00072686

Organizační jednotka

Středoevropský technologický institut

DOI

https://doi.org/10.1021/jo4011574

UT WoS

000326320100010

Klíčová slova anglicky

DNA polymerase; DNA labelling; nucleoside triphosphates

Štítky

DNA modification, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 13. 4. 2014 05:21, Olga Křížová

Anotace

V originále

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.

Citovat

DADOVÁ, Jitka; Pavlína VIDLÁKOVÁ; Radek POHL; Luděk HAVRAN; Miroslav FOJTA a Michal HOCEK. Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA. The journal of organic chemistry. Washington: American Chemical Society, 2013, roč. 78, č. 19, s. 9627-9637. ISSN 0022-3263. Dostupné z: https://doi.org/10.1021/jo4011574.

@article{1170041,
   author = {Dadová, Jitka and Vidláková, Pavlína and Pohl, Radek and Havran, Luděk and Fojta, Miroslav and Hocek, Michal},
   article_location = {Washington},
   article_number = {19},
   doi = {https://doi.org/10.1021/jo4011574},
   keywords = {DNA polymerase; DNA labelling; nucleoside triphosphates},
   language = {eng},
   issn = {0022-3263},
   journal = {The journal of organic chemistry},
   title = {Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA},
   volume = {78},
   year = {2013}
}

TY  - JOUR
ID  - 1170041
AU  - Dadová, Jitka - Vidláková, Pavlína - Pohl, Radek - Havran, Luděk - Fojta, Miroslav - Hocek, Michal
PY  - 2013
TI  - Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA
JF  - The journal of organic chemistry
VL  - 78
IS  - 19
SP  - 9627-9637
EP  - 9627-9637
PB  - American Chemical Society
SN  - 00223263
KW  - DNA polymerase
KW  - DNA labelling
KW  - nucleoside triphosphates
N2  - 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.
ER  -

DADOVÁ, Jitka; Pavlína VIDLÁKOVÁ; Radek POHL; Luděk HAVRAN; Miroslav FOJTA a Michal HOCEK. Aqueous Heck Cross-Coupling Preparation of Acrylate-Modified Nucleotides and Nucleoside Triphosphates for Polymerase Synthesis of Acrylate-Labeled DNA. \textit{The journal of organic chemistry}. Washington: American Chemical Society, 2013, roč.~78, č.~19, s.~9627-9637. ISSN~0022-3263. Dostupné z: https://doi.org/10.1021/jo4011574.

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