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Issue 8, 2013
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Exciplexes and conical intersections lead to fluorescence quenching in π-stacked dimers of 2-aminopurine with natural purine nucleobases

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Abstract

Fluorescent analogues of the natural DNA bases are useful in the study of nucleic acids’ structure and dynamics. 2-Aminopurine (2AP) is a widely used analogue with environmentally sensitive fluorescence behavior. The quantum yield of 2AP has been found to be significantly decreased when engaged in π-stacking interactions with the native bases. We present a theoretical study on fluorescence quenching mechanisms in dimers of 2AP π-stacked with adenine or guanine as in natural DNA. Relaxation pathways on the potential energy surfaces of the first excited states have been computed and reveal the importance of exciplexes and conical intersections in the fluorescence quenching process.

Graphical abstract: Exciplexes and conical intersections lead to fluorescence quenching in π-stacked dimers of 2-aminopurine with natural purine nucleobases

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Article information


Submitted
30 Dec 2012
Accepted
29 Mar 2013
First published
26 Apr 2013

Photochem. Photobiol. Sci., 2013,12, 1387-1400
Article type
Paper

Exciplexes and conical intersections lead to fluorescence quenching in π-stacked dimers of 2-aminopurine with natural purine nucleobases

J. Liang, Q. L. Nguyen and S. Matsika, Photochem. Photobiol. Sci., 2013, 12, 1387
DOI: 10.1039/C3PP25449F

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