Abstract
We have prepared two fluorescent DNA probes-UDBF and UDBT, containing 2-ethynyldibenzofuran and 2-ethynyldibenzothiophene moieties, respectively, covalently attached to the base dU-and incorporated them in the central positions of oligodeoxynucleotides (ODNs) so as to develop new types of quencher-free linear beacon probes and investigate the effect of functionalization of the fluorene scaffold on the photophysical properties of the fluorescent ODNs. The ODNs containing adenine flanking bases (FBs) displayed a selective fluorescence "turn-off" response to mismatched targets with guanine bases; this suggests that these probes could be used as base-discriminating fluorescent nucleotides. On the other hand, we observed a "turn-on" response to matched targets when the UDBF and UDBT units of ODNs containing pyrimidine-based FBs were positioned opposite the four natural nucleobases. In particular, an ODN incorporating UDBT and cytosine FBs has potential use in single-nucleotide polymorphism typing.
Original language | English |
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Pages (from-to) | 1353-1362 |
Number of pages | 10 |
Journal | ChemBioChem |
Volume | 14 |
Issue number | 11 |
DOIs | |
State | Published - Jul 2013 |
Keywords
- DNA
- Electron transfer
- Fluorescent probes
- Oligonucleotides
- Single-nucleotide polymorphism