| BOHACOVA, Sona, Lucie LUDVÍKOVÁ, Lenka SLAVETINSKA POSTOVA, Zuzana VANIKOVA, Petr KLÁN a Michal HOCEK. Protected 5-(hydroxymethyl) uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA. ORGANIC & BIOMOLECULAR CHEMISTRY. CAMBRIDGE (ENGLAND): ROYAL SOC CHEMISTRY, roč. 16, č. 9, s. 1527-1535. ISSN 1477-0520. doi:10.1039/c8ob00160j. 2018. |
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@article{1419444,
author = {Bohacova, Sona and Ludvíková, Lucie and Slavetinska Postova, Lenka and Vanikova, Zuzana and Klán, Petr and Hocek, Michal},
article_location = {CAMBRIDGE (ENGLAND)},
article_number = {9},
doi = {http://dx.doi.org/10.1039/c8ob00160j},
keywords = {STEM-CELL DNA; RESTRICTION ENDONUCLEASES; MAMMALIAN-CELLS; RNA-POLYMERASE; CHEMICAL-MODIFICATIONS; PHOTOCHEMICAL CONTROL; GENE-EXPRESSION; NUCLEIC-ACIDS; MODIFIED BASE; TRANSCRIPTION},
language = {eng},
issn = {1477-0520},
journal = {ORGANIC & BIOMOLECULAR CHEMISTRY},
title = {Protected 5-(hydroxymethyl) uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA},
url = {http://pubs.rsc.org/en/Content/ArticleLanding/2018/OB/C8OB00160J#!divAbstract},
volume = {16},
year = {2018}
}
TY - JOUR
ID - 1419444
AU - Bohacova, Sona - Ludvíková, Lucie - Slavetinska Postova, Lenka - Vanikova, Zuzana - Klán, Petr - Hocek, Michal
PY - 2018
TI - Protected 5-(hydroxymethyl) uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA
JF - ORGANIC & BIOMOLECULAR CHEMISTRY
VL - 16
IS - 9
SP - 1527-1535
EP - 1527-1535
PB - ROYAL SOC CHEMISTRY
SN - 14770520
KW - STEM-CELL DNA
KW - RESTRICTION ENDONUCLEASES
KW - MAMMALIAN-CELLS
KW - RNA-POLYMERASE
KW - CHEMICAL-MODIFICATIONS
KW - PHOTOCHEMICAL CONTROL
KW - GENE-EXPRESSION
KW - NUCLEIC-ACIDS
KW - MODIFIED BASE
KW - TRANSCRIPTION
UR - http://pubs.rsc.org/en/Content/ArticleLanding/2018/OB/C8OB00160J#!divAbstract
L2 - http://pubs.rsc.org/en/Content/ArticleLanding/2018/OB/C8OB00160J#!divAbstract
N2 - Nucleosides, nucleotides and 2'-deoxyribonucleoside triphosphates (dNTPs) containing 5-(hydroxy-methyl) uracil protected with photocleavable groups (2-nitrobenzyl-, 6-nitropiperonyl or 9-anthrylmethyl) were prepared and tested as building blocks for the polymerase synthesis of photocaged oligonucleotides and DNA. Photodeprotection (photorelease) reactions were studied in detail on model nucleoside mono-phosphates and their photoreaction quantum yields were determined. Photocaged dNTPs were then tested and used as substrates for DNA polymerases in primer extension or PCR. DNA probes containing photocaged or free 5-hydroxymethylU in the recognition sequence of restriction endonucleases were prepared and used for the study of photorelease of caged DNA by UV or visible light at different wavelengths. The nitropiperonyl-protected nucleotide was found to be a superior building block because the corresponding dNTP is a good substrate for DNA polymerases, and the protecting group is efficiently cleavable by irradiation by UV or visible light (up to 425 nm).
ER -
BOHACOVA, Sona, Lucie LUDVÍKOVÁ, Lenka SLAVETINSKA POSTOVA, Zuzana VANIKOVA, Petr KLÁN a Michal HOCEK. Protected 5-(hydroxymethyl) uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA. \textit{ORGANIC \&{}amp; BIOMOLECULAR CHEMISTRY}. CAMBRIDGE (ENGLAND): ROYAL SOC CHEMISTRY, roč.~16, č.~9, s.~1527-1535. ISSN~1477-0520. doi:10.1039/c8ob00160j. 2018.
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