2‐Substituted dATP Derivatives as Building Blocks for Polymerase‐Catalyzed Synthesis of DNA Modified in the Minor Groove |
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Authors: | Ján Matya?ovský Dr Pavla Perlíková Dr Vincent Malnuit Dr Radek Pohl Prof?Dr Michal Hocek |
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Institution: | 1. http://www.uochb.cas.cz/hocekgroup;2. Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Prague 6, Czech Republic;3. Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Prague 2, Czech Republic |
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Abstract: | 2′‐Deoxyadenosine triphosphate (dATP) derivatives bearing diverse substituents (Cl, NH2, CH3, vinyl, ethynyl, and phenyl) at position 2 were prepared and tested as substrates for DNA polymerases. The 2‐phenyl‐dATP was not a substrate for DNA polymerases, but the dATPs bearing smaller substituents were good substrates in primer‐extension experiments, producing DNA substituted in the minor groove. The vinyl‐modified DNA was applied in thiol–ene addition and the ethynyl‐modified DNA was applied in a CuAAC click reaction to form DNA labelled with fluorescent dyes in the minor groove |
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Keywords: | bioconjugation DNA modification DNA polymerase nucleotides fluorescent labelling |
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