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Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA

Anke Dierckx (Institutionen för kemi- och bioteknik, Fysikalisk kemi) ; Peter Dinér ; A. H. El-Sagheer ; Joshi Dhruval Kumar (Institutionen för kemi- och bioteknik, Fysikalisk kemi) ; T. Brown ; Morten Grøtli ; Marcus Wilhelmsson (Institutionen för kemi- och bioteknik, Fysikalisk kemi)
Nucleic Acids Research (0305-1048). Vol. 39 (2011), 10, p. 4513-4524.
[Artikel, refereegranskad vetenskaplig]

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.

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Denna post skapades 2011-06-10. Senast ändrad 2015-08-25.
CPL Pubid: 141526


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Institutioner (Chalmers)

Institutionen för kemi- och bioteknik, Fysikalisk kemi (2005-2014)
Institutionen för kemi (2001-2011)


Nanovetenskap och nanoteknik
Biofysikalisk kemi

Chalmers infrastruktur

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