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izvor podataka: crosbi

Versatile cyanine-click-amino acid conjugates showing one-atom- influenced recognition of DNA/RNA secondary structure and mitochondrial localization in living cells (CROSBI ID 248206)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Šmidlehner, Tamara ; Kurutos, Atanas ; Slade, Jakov ; Belužić, Robert ; Ang, Dale L. ; Rodger, Alison ; Piantanida, Ivo Versatile cyanine-click-amino acid conjugates showing one-atom- influenced recognition of DNA/RNA secondary structure and mitochondrial localization in living cells // European journal of organic chemistry, 14 (2018), 1682-1692. doi: 10.1002/ejoc.201701765

Podaci o odgovornosti

Šmidlehner, Tamara ; Kurutos, Atanas ; Slade, Jakov ; Belužić, Robert ; Ang, Dale L. ; Rodger, Alison ; Piantanida, Ivo

engleski

Versatile cyanine-click-amino acid conjugates showing one-atom- influenced recognition of DNA/RNA secondary structure and mitochondrial localization in living cells

By a simple click-CuAAC procedure several cyanine dye analogues were attached to the amino acid side chain, yielding chromophore- amino acid conjugates, with potential of fluorescence upon binding to target. Due to the amino acid C- and N-termini available for peptide coupling, these conjugates are suitable for easy incorporation into a peptide backbone. Moreover, "click" procedures also allow post-peptide synthesis attachment of the dye. Novel amino acid dyes, although intrinsically non-fluorescent, give rise to strong fluorimetric response upon binding to double-stranded (ds)- DNAs or ds-RNA, whereby selectivity in emission response to various polynucleotide secondary structures is controlled either by linker length or halogen atom located on the cyanine part of the molecule. Molecular modeling confirmed the mode of binding to different polynucleotides, which was responsible for recognition. Interestingly, cell localisation experiments show that the dyes were specifically localised in mitochondria at variance with the localisation of parent dyes, which accumulate in cell nuclei, pointing out that the amino acid tail (containing triazole ring) might function as a novel mitochondria-directing appendage.

fluorescent amino acids ; DNA/RNA recognition ; induced circular dichroism recognition ; cell non-toxic ; mitochondrial fluorescent dyes

nije evidentirano

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Podaci o izdanju

14

2018.

1682-1692

objavljeno

1434-193X

1099-0690

10.1002/ejoc.201701765

Povezanost rada

Kemija

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