2-Allyl- and Propargylamino-dATPs for Site-Specific Enzymatic Introduction of a Single Modification in the Minor Groove of DNA
Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články
Grantová podpora
17-03419S
Grantová Agentura České Republiky
18-03305S
Grantová Agentura České Republiky
CZ.02.1.01/0.0/0.0/16_019/0000729
European Regional Development Fund
H2020-MSCA-ITN-2014-642023
H2020 Marie Skłodowska-Curie Actions
Praemium Academiae
Akademie Věd České Republiky
PubMed
30074286
PubMed Central
PMC6221035
DOI
10.1002/chem.201803973
Knihovny.cz E-zdroje
- Klíčová slova
- DNA, fluorescent probes, nucleotides, oligonucleotides, polymerases,
- MeSH
- alylové sloučeniny chemie MeSH
- deoxyadeninnukleotidy chemie MeSH
- DNA chemie MeSH
- fluorescenční barviva chemie MeSH
- konformace nukleové kyseliny MeSH
- oligonukleotidy analýza MeSH
- pargylin analogy a deriváty chemie MeSH
- propylaminy chemie MeSH
- rezonanční přenos fluorescenční energie metody MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- 2'-deoxyadenosine triphosphate MeSH Prohlížeč
- alylové sloučeniny MeSH
- deoxyadeninnukleotidy MeSH
- DNA MeSH
- fluorescenční barviva MeSH
- oligonukleotidy MeSH
- pargylin MeSH
- propargylamine MeSH Prohlížeč
- propylaminy MeSH
A series of 2-alkylamino-2'-deoxyadenosine triphosphates (dATP) was prepared and found to be substrates for the Therminator DNA polymerase, which incorporated only one modified nucleotide into the primer. Using a template encoding for two consecutive adenines, conditions were found for incorporation of either one or two modified nucleotides. In all cases, addition of a mixture of natural dNTPs led to primer extension resulting in site-specific single modification of DNA in the minor groove. The allylamino-substituted DNA was used for the thiol-ene addition, whereas the propargylamino-DNA for the CuAAC click reaction was used to label the DNA with a fluorescent dye in the minor groove. The approach was used to construct FRET probes for detection of oligonucleotides.
Zobrazit více v PubMed
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