Butylacrylate-nucleobase Conjugates as Targets for Two-step
Redox Labeling of DNA with an Osmium Tetroxide Complex

J 2018

Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex

HAVRANOVA-VIDLAKOVA, P., J. SPACEK, L. VITOVA, M. HERMANOVA, J. DADOVA et. al.

Základní údaje

Originální název

Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex

Autoři

HAVRANOVA-VIDLAKOVA, P. (203 Česká republika), J. SPACEK (203 Česká republika), L. VITOVA (203 Česká republika), M. HERMANOVA (203 Česká republika), J. DADOVA (203 Česká republika), V. RAINDLOVA (203 Česká republika), M. HOCEK (203 Česká republika), Miroslav FOJTA (203 Česká republika, garant, domácí) a L. HAVRAN (203 Česká republika)

Vydání

Electroanalysis, WEINHEIM, WILEY-VCH Verlag GmbH, 2018, 1040-0397

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10405 Electrochemistry

Stát vydavatele

Německo

Utajení

není předmětem státního či obchodního tajemství

Impakt faktor

Impact factor: 2.691

Kód RIV

RIV/00216224:14740/18:00104757

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1002/elan.201700702

UT WoS

000424874800024

Klíčová slova anglicky

Osmium tetroxide; modified DNA; butyl acrylate; terminal deoxynucleotidyl transferase; primer extension; voltammetry

Štítky

rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 13. 3. 2019 11:12, Mgr. Pavla Foltynová, Ph.D.

Anotace

V originále

Modification of nucleic acids with osmium tetroxide reagents (Os,L, such as OsO4,2,2-bipyridine, Os,bpy) has been applied in redox DNA labeling, in probing DNA structure as well as in studies of DNA interactions with other molecules. In natural DNA, primarily thymine residues form adducts with the Os,bpy in a structure selective manner. In this paper we introduce a new two-step technique of DNA modification with the electroactive Os,bpy, consisting in enzymatic construction of DNA bearing butyl acrylate (BA) moieties attached to uracil at C5 or to 7-deaza adenine at C7, followed by chemical modification of a reactive C=C double bond in the acrylate residue. We demonstrate a facile modification of the BA conjugates in both single- and double-stranded (ds) DNA under conditions when modification within the nucleobase rings in ds DNA is hindered. Various DNA-Os,bpy adducts can easily be analyzed electrochemically and distinguished by different redox potentials. The two-step procedure appears to be applicable in osmium redox labelling of ds DNA.

Citovat

HAVRANOVA-VIDLAKOVA, P., J. SPACEK, L. VITOVA, M. HERMANOVA, J. DADOVA, V. RAINDLOVA, M. HOCEK, Miroslav FOJTA a L. HAVRAN. Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex. Electroanalysis. WEINHEIM: WILEY-VCH Verlag GmbH, 2018, roč. 30, č. 2, s. 371-377. ISSN 1040-0397. Dostupné z: https://dx.doi.org/10.1002/elan.201700702.

@article{1474660,
   author = {HavranovaandVidlakova, P. and Spacek, J. and Vitova, L. and Hermanova, M. and Dadova, J. and Raindlova, V. and Hocek, M. and Fojta, Miroslav and Havran, L.},
   article_location = {WEINHEIM},
   article_number = {2},
   doi = {http://dx.doi.org/10.1002/elan.201700702},
   keywords = {Osmium tetroxide; modified DNA; butyl acrylate; terminal deoxynucleotidyl transferase; primer extension; voltammetry},
   language = {eng},
   issn = {1040-0397},
   journal = {Electroanalysis},
   title = {Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex},
   volume = {30},
   year = {2018}
}

TY  - JOUR
ID  - 1474660
AU  - Havranova-Vidlakova, P. - Spacek, J. - Vitova, L. - Hermanova, M. - Dadova, J. - Raindlova, V. - Hocek, M. - Fojta, Miroslav - Havran, L.
PY  - 2018
TI  - Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex
JF  - Electroanalysis
VL  - 30
IS  - 2
SP  - 371-377
EP  - 371-377
PB  - WILEY-VCH Verlag GmbH
SN  - 10400397
KW  - Osmium tetroxide
KW  - modified DNA
KW  - butyl acrylate
KW  - terminal deoxynucleotidyl transferase
KW  - primer extension
KW  - voltammetry
N2  - Modification of nucleic acids with osmium tetroxide reagents (Os,L, such as OsO4,2,2-bipyridine, Os,bpy) has been applied in redox DNA labeling, in probing DNA structure as well as in studies of DNA interactions with other molecules. In natural DNA, primarily thymine residues form adducts with the Os,bpy in a structure selective manner. In this paper we introduce a new two-step technique of DNA modification with the electroactive Os,bpy, consisting in enzymatic construction of DNA bearing butyl acrylate (BA) moieties attached to uracil at C5 or to 7-deaza adenine at C7, followed by chemical modification of a reactive C=C double bond in the acrylate residue. We demonstrate a facile modification of the BA conjugates in both single- and double-stranded (ds) DNA under conditions when modification within the nucleobase rings in ds DNA is hindered. Various DNA-Os,bpy adducts can easily be analyzed electrochemically and distinguished by different redox potentials. The two-step procedure appears to be applicable in osmium redox labelling of ds DNA.
ER  -

HAVRANOVA-VIDLAKOVA, P., J. SPACEK, L. VITOVA, M. HERMANOVA, J. DADOVA, V. RAINDLOVA, M. HOCEK, Miroslav FOJTA a L. HAVRAN. Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex. \textit{Electroanalysis}. WEINHEIM: WILEY-VCH Verlag GmbH, 2018, roč.~30, č.~2, s.~371-377. ISSN~1040-0397. Dostupné z: https://dx.doi.org/10.1002/elan.201700702.

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