About: Synthesis of Hydrazone-Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
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. (en)
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 (en)
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 (en)
skos:notation	RIV/00216224:14740/12:00073028!RIV14-MSM-14740___
http://linked.open...avai/riv/aktivita	I P Z
http://linked.open...avai/riv/aktivity	I, P(GBP206/12/G151), P(IAA400040901), Z(AV0Z40550506), Z(AV0Z50040702)
http://linked.open...iv/cisloPeriodika	8
http://linked.open...vai/riv/dodaniDat	2014
http://linked.open...aciTvurceVysledku	Fojta, Miroslav
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Masarykova univerzita / Středoevropský technologický institut
http://linked.open...dnocenehoVysledku	172966
http://linked.open...ai/riv/idVysledku	RIV/00216224:14740/12:00073028
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	cross-coupling; DNA; electrochemistry; hydrazones; nucleotides; polymerases (en)
http://linked.open.../riv/klicoveSlovo	DNA cross-coupling electrochemistry nucleotides hydrazones polymerases
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[DE1DE5B08F72]
http://linked.open...i/riv/nazevZdroje	CHEMPLUSCHEM
http://linked.open...in/vavai/riv/obor	BO
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	9 (xsd:int)
http://linked.open...vavai/riv/projekt	Center of novel approaches to bioanalysis and molecular diagnostics DNA labeling with redox markers for electrochemical sensing. Applications in analysis of nucleotide sequences and molecular diagnostics
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	77
http://linked.open...iv/tvurceVysledku	Fojta, Miroslav Havran, Luděk Hocek, Michal Pohl, Radek Pivoňková, Hana Horakova, Petra Klepetarova, Blanka Raindlova, Veronika Simkova, Eva
http://linked.open...ain/vavai/riv/wos	000307401800006
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství Genome and epigenome: 1D and 3D Structure, Dynamics, Interactions with Proteins and Functions
issn	2192-6506
number of pages	11 (xsd:int)
http://bibframe.org/vocab/doi	10.1002/cplu.201200056
http://localhost/t...ganizacniJednotka	14740

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