Fine Tuning of Pyrene Excimer Fluorescence in Molecular Beacons by Alteration of the Monomer Structure
作者： Ilya O. Aparin , Gleb V. Proskurin , Andrey V. Golovin , Alexey V. Ustinov , Andrey A. Formanovsky
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摘要: Oligonucleotide probes labeled with pyrene pairs that form excimers have a number of applications in hybridization analysis nucleic acids. A long excited state lifetime, large Stokes shift, and chemical stability make excimer an attractive fluorescent label. Here we report synthesis chiral phosphoramidite building blocks based on (R)-4-amino-2,2-dimethylbutane-1,3-diol, easily available from inexpensive d-(−)-pantolactone. 1-Pyreneacetamide, 1-pyrenecarboxamide, DABCYL derivatives been used preparation molecular beacon (MB) one or two pyrenes/quenchers. We observed significant difference the emission maxima (475–510 nm; shifts 125–160 nm 7520–8960 cm–1) excimer/monomer ratio (from 0.5 to 5.9) fluorescence spectra depending structure position monomers pair. The formed by rigid 1-pyrenecarboxamide residues showed brightest emission. This is consistent dynamics data...
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