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Statements

Subject Item
n2:RIV%2F00216224%3A14740%2F12%3A00073028%21RIV14-MSM-14740___
rdf:type
n14:Vysledek skos:Concept
dcterms:description
5-(5-Formylthiophen-2-yl)cytosine, 7-(5-formylthiophen-2-yl)-7-deazaadenosine 2'-deoxyribonucleosides, and their 5'-O-triphosphates (dNTPs) were converted into the 2,4-dinitrophenylhydrazone or nitrobenzofurazanyl. The hydrazone-modified dNTPs were enzymatically incorporated into DNA by polymerase catalyzed primer extension (PEX). This direct incorporation of hydrazone-linked dNTPs was compared to previously reported incorporation of aldehyde-modified dNTPs followed by postsynthetic hydrazone formation on DNA to show that the direct incorporation can be used for incorporation of more hydrazone units, however, cleaner PEX products are formed by incorporation of aldehydes and subsequent reaction with hydrazines. Extensive study of electrochemical behavior of the nitroarylhydrazone-linked nucleosides and DNA was performed confirming the potential utility of the hydrazone, nitroaryl, and benzofurazane groups for redox labeling of DNA. 5-(5-Formylthiophen-2-yl)cytosine, 7-(5-formylthiophen-2-yl)-7-deazaadenosine 2'-deoxyribonucleosides, and their 5'-O-triphosphates (dNTPs) were converted into the 2,4-dinitrophenylhydrazone or nitrobenzofurazanyl. The hydrazone-modified dNTPs were enzymatically incorporated into DNA by polymerase catalyzed primer extension (PEX). This direct incorporation of hydrazone-linked dNTPs was compared to previously reported incorporation of aldehyde-modified dNTPs followed by postsynthetic hydrazone formation on DNA to show that the direct incorporation can be used for incorporation of more hydrazone units, however, cleaner PEX products are formed by incorporation of aldehydes and subsequent reaction with hydrazines. Extensive study of electrochemical behavior of the nitroarylhydrazone-linked nucleosides and DNA was performed confirming the potential utility of the hydrazone, nitroaryl, and benzofurazane groups for redox labeling of DNA.
dcterms:title
Synthesis of Hydrazone-Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling Synthesis of Hydrazone-Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling
skos:prefLabel
Synthesis of Hydrazone-Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling Synthesis of Hydrazone-Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling
skos:notation
RIV/00216224:14740/12:00073028!RIV14-MSM-14740___
n14:predkladatel
n19:orjk%3A14740
n3:aktivita
n10:I n10:P n10:Z
n3:aktivity
I, P(GBP206/12/G151), P(IAA400040901), Z(AV0Z40550506), Z(AV0Z50040702)
n3:cisloPeriodika
8
n3:dodaniDat
n17:2014
n3:domaciTvurceVysledku
n20:4171373
n3:druhVysledku
n8:J
n3:duvernostUdaju
n4:S
n3:entitaPredkladatele
n12:predkladatel
n3:idSjednocenehoVysledku
172966
n3:idVysledku
RIV/00216224:14740/12:00073028
n3:jazykVysledku
n18:eng
n3:klicovaSlova
cross-coupling; DNA; electrochemistry; hydrazones; nucleotides; polymerases
n3:klicoveSlovo
n11:electrochemistry n11:nucleotides n11:hydrazones n11:cross-coupling n11:DNA n11:polymerases
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[DE1DE5B08F72]
n3:nazevZdroje
CHEMPLUSCHEM
n3:obor
n6:BO
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
9
n3:projekt
n13:IAA400040901 n13:GBP206%2F12%2FG151
n3:rokUplatneniVysledku
n17:2012
n3:svazekPeriodika
77
n3:tvurceVysledku
Horakova, Petra Fojta, Miroslav Klepetarova, Blanka Simkova, Eva Pivoňková, Hana Hocek, Michal Raindlova, Veronika Havran, Luděk Pohl, Radek
n3:wos
000307401800006
n3:zamer
n21:AV0Z50040702 n21:AV0Z40550506
s:issn
2192-6506
s:numberOfPages
11
n15:doi
10.1002/cplu.201200056
n16:organizacniJednotka
14740