Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA
Artikel i vetenskaplig tidskrift, 2011

To increase the diversity of fluorescent base analogues with improved properties, we here present the straightforward click-chemistry-based synthesis of a novel fluorescent adenine-analogue triazole adenine (A(T)) and its photophysical characterization inside DNA. A(T) shows promising properties compared to the widely used adenine analogue 2-aminopurine. Quantum yields reach > 20% and > 5% in single- and double-stranded DNA, respectively, and show dependence on neighbouring bases. Moreover, A(T) shows only a minor destabilization of DNA duplexes, comparable to 2-aminopurine, and circular dichroism investigations suggest that A(T) only causes minimal structural perturbations to normal B-DNA. Furthermore, we find that A(T) shows favourable base-pairing properties with thymine and more surprisingly also with normal adenine. In conclusion, A(T) shows strong potential as a new fluorescent adenine analogue for monitoring changes within its microenvironment in DNA.

Författare

Anke Dierckx

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

Peter Dinér

Göteborgs universitet

Afaf El-Sagheer

University of Southampton

Suez Canal University

Joshi Dhruval Kumar

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

T. Brown

University of Southampton

Morten Grötli

Göteborgs universitet

Marcus Wilhelmsson

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

Nucleic Acids Research

0305-1048 (ISSN) 1362-4962 (eISSN)

Vol. 39 10 4513-4524

Styrkeområden

Nanovetenskap och nanoteknik

Livsvetenskaper och teknik

Ämneskategorier

Fysikalisk kemi

Biokemi och molekylärbiologi

DOI

10.1093/nar/gkr010