New fluorescent nucleosides for real-time exploration of nucleic acids

Yitzhak Tor

doi:10.1117/12.840086

16 February 2010 New fluorescent nucleosides for real-time exploration of nucleic acids

Yitzhak Tor

Proceedings Volume 7576, Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications II; 75761C (2010) https://doi.org/10.1117/12.840086
Event: SPIE BiOS, 2010, San Francisco, California, United States

Abstract

Nucleic acids experience a variety of perturbations. These may include strand cleavage and ligation, local conformational changes, base flipping, as well as structural and environmental perturbations that are induced upon protein and low MW ligand binding. Since the native nucleobases are practically non-emissive, synthetic fluorescent nucleoside analogs that are sensitive to their local environment have become powerful tools for investigating nucleic acids structure, dynamics, recognition and damage. Our criteria for "ideal" fluorescent nucleoside analogs include: (a) high structural similarity to the native nucleobases to faithfully mimic their size and shape, as well as hybridization and recognition properties; (b) red shifted absorption (> 290 nm) to minimize overlap with the absorption of the natural bases; (c) red shifted emission (preferably in the visible range); (d) reasonable emission quantum efficiency; and, importantly, (e) sensitivity/responsiveness of one or all photophysical parameters (λem and/or ΦF, τ) to changes in the probe's microenvironment. The design and synthesis of new fluorescent isosteric nucleobase analogs and their utilization for the fabrication of "real-time" fluorescence-based discovery and detection assays are outlined.

Citation Download Citation

Yitzhak Tor "New fluorescent nucleosides for real-time exploration of nucleic acids", Proc. SPIE 7576, Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications II, 75761C (16 February 2010); https://doi.org/10.1117/12.840086

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KEYWORDS

Analog electronics

Proteins

Absorption

Chromophores

Fluorescence resonance energy transfer

Quantum efficiency

Luminescence

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