Phenothiazine-linked nucleosides and nucleotides for redox labelling of DNA
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00479760" target="_blank" >RIV/61388963:_____/17:00479760 - isvavai.cz</a>
Nalezeny alternativní kódy
RIV/68081707:_____/17:00479760 RIV/00216224:14740/17:00095595 RIV/00216208:11310/17:10367339
Výsledek na webu
<a href="http://pubs.rsc.org/en/content/articlehtml/2017/ob/c7ob01439b" target="_blank" >http://pubs.rsc.org/en/content/articlehtml/2017/ob/c7ob01439b</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c7ob01439b" target="_blank" >10.1039/c7ob01439b</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Phenothiazine-linked nucleosides and nucleotides for redox labelling of DNA
Popis výsledku v původním jazyce
Nucleosides and 2'-deoxyribonucleoside triphosphates (dNTPs) bearing phenothiazine (PT) attached to a nucleobase (cytosine or 7-deazaadenine) either directly or through an acetylene linker were prepared through Suzuki or Sonogashira cross-coupling and triphosphorylation, and were studied as building blocks for polymerase construction of modified DNA. The directly PT-substituted dNTPs were better substrates for polymerases than the alkyne-linked dNTPs but all of them were used in enzymatic synthesis of DNA using primer extension, nicking enzyme amplification, PCR or 3'-tail labelling by terminal deoxynucleotidyl transferase. The phenothiazine served as an oxidizable redox label (giving two analytically useful signals of oxidation on electrode) for nucleosides and DNA and was also used in orthogonal combination with previously developed benzofurazane or nitrophenyl labels for redox coding of DNA bases. Therefore, the title PT-linked dNTPs are useful additions to the portfolio of nucleotides for enzymatic synthesis of redox-labelled DNA for electrochemical analysis.
Název v anglickém jazyce
Phenothiazine-linked nucleosides and nucleotides for redox labelling of DNA
Popis výsledku anglicky
Nucleosides and 2'-deoxyribonucleoside triphosphates (dNTPs) bearing phenothiazine (PT) attached to a nucleobase (cytosine or 7-deazaadenine) either directly or through an acetylene linker were prepared through Suzuki or Sonogashira cross-coupling and triphosphorylation, and were studied as building blocks for polymerase construction of modified DNA. The directly PT-substituted dNTPs were better substrates for polymerases than the alkyne-linked dNTPs but all of them were used in enzymatic synthesis of DNA using primer extension, nicking enzyme amplification, PCR or 3'-tail labelling by terminal deoxynucleotidyl transferase. The phenothiazine served as an oxidizable redox label (giving two analytically useful signals of oxidation on electrode) for nucleosides and DNA and was also used in orthogonal combination with previously developed benzofurazane or nitrophenyl labels for redox coding of DNA bases. Therefore, the title PT-linked dNTPs are useful additions to the portfolio of nucleotides for enzymatic synthesis of redox-labelled DNA for electrochemical analysis.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
10401 - Organic chemistry
Návaznosti výsledku
Projekt
<a href="/cs/project/GBP206%2F12%2FG151" target="_blank" >GBP206/12/G151: Centrum nových přístupů k bioanalýze a molekulární diagnostice</a><br>
Návaznosti
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Ostatní
Rok uplatnění
2017
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
Organic & Biomolecular Chemistry
ISSN
1477-0520
e-ISSN
—
Svazek periodika
15
Číslo periodika v rámci svazku
33
Stát vydavatele periodika
GB - Spojené království Velké Británie a Severního Irska
Počet stran výsledku
13
Strana od-do
6984-6996
Kód UT WoS článku
000411448200017
EID výsledku v databázi Scopus
2-s2.0-85028298656