Anthraquinone as a redox label for DNA: synthesis, enzymatic incorporation, and electrochemistry of anthraquinone-modified nucleosides, nucleotides, and DNA
Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
22095665
DOI
10.1002/chem.201101883
Knihovny.cz E-zdroje
- MeSH
- anthrachinony chemie MeSH
- barvení a značení metody MeSH
- DNA-dependentní DNA-polymerasy chemie metabolismus MeSH
- DNA chemie MeSH
- elektrochemie MeSH
- molekulární struktura MeSH
- nukleosidy chemie metabolismus MeSH
- nukleotidy chemie metabolismus MeSH
- oligonukleotidy chemie metabolismus MeSH
- oxidace-redukce MeSH
- sekvence nukleotidů MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- anthrachinony MeSH
- DNA-dependentní DNA-polymerasy MeSH
- DNA MeSH
- nukleosidy MeSH
- nukleotidy MeSH
- oligonukleotidy MeSH
Modified 2'-deoxynucleosides and deoxynucleoside triphosphates (dNTPs) bearing anthraquinone (AQ) attached through an acetylene or propargylcarbamoyl linker at the 5-position of pyrimidine (C) or at the 7-position of 7-deazaadenine were prepared by Sonogashira cross-coupling of halogenated dNTPs with 2-ethynylanthraquinone or 2-(2-propynylcarbamoyl)anthraquinone. Polymerase incorporations of the AQ-labeled dNTPs into DNA by primer extension with KOD XL polymerase have been successfully developed. The electrochemical properties of the AQ-labeled nucleosides, nucleotides, and DNA were studied by cyclic and square-wave voltammetry, which show a distinct reversible couple of peaks around -0.4 V that make the AQ a suitable redox label for DNA.
Citace poskytuje Crossref.org
