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

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  • 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
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
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  • 172966
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  • RIV/00216224:14740/12:00073028
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  • cross-coupling; DNA; electrochemistry; hydrazones; nucleotides; polymerases (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV
  • [DE1DE5B08F72]
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  • CHEMPLUSCHEM
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http://linked.open...UplatneniVysledku
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
issn
  • 2192-6506
number of pages
http://bibframe.org/vocab/doi
  • 10.1002/cplu.201200056
http://localhost/t...ganizacniJednotka
  • 14740
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