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Fluorescent Oligonucleotide Probes for Screening High‐Affinity Nucleobase Surrogates
Author(s) -
AroHeinilä Asmo,
Lönnberg Tuomas
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605300
Subject(s) - nucleobase , oligonucleotide , nucleotide , fluorescence , chemistry , monomer , dna , chelation , base pair , titration , combinatorial chemistry , stereochemistry , biochemistry , organic chemistry , polymer , physics , quantum mechanics , gene
Double‐helical oligonucleotide probes featuring a single‐nucleotide gap opposed by one of the canonical nucleobases and flanked by the fluorescent nucleobase analogue pyrrolocytosine have been synthesized and titrated with Pd II chelates of dipicolinamide and its N 2 , N 6 ‐dialkylated derivatives. The fluorometric titrations revealed greatly increased affinity of the Pd II chelates for the nucleobases opposing the gap compared to the respective free nucleotides in solution. Owing to the constrained environment of the single‐nucleotide gap, the relative stabilities of the various Pd II ‐mediated base pairs were also significantly different from those previously reported at monomer level.