3-Fluoro-2-mercuri-6-methylaniline Nucleotide as a High-Affinity Nucleobase-Specific Hybridization Probe
: Aro-Heinilä A, Lönnberg T, Virta P
Publisher: American Chemical Society
: 2019
: Bioconjugate Chemistry
: Bioconjugate Chemistry
: 30
: 8
: 2183
: 2190
: 8
: 1043-1802
: 1520-4812
DOI: https://doi.org/10.1021/acs.bioconjchem.9b00405
: https://doi.org/10.1021/acs.bioconjchem.9b00405
A 3-fluoro-6-methylaniline nucleoside was synthesized and incorporated
into an oligonucleotide, and its ability to form mercury-mediated base
pairs was studied. UV melting experiments revealed increased duplex
stability with thymine, guanine, and cytosine opposite to the probe and a
clear nucleobase-specific binding preference (T > G > C > A).
Moreover, the 3-fluoro group was utilized as a spin label that showed
distinct 19F NMR resonance shifts depending on the
complementary nucleobase, providing more detailed information on
Hg(II)-mediated base pairing.