Molecule of the Month
February 2015
Lighting up 2-Aminopurine by Microhydration

The adenine analogue 2-aminopurine has been considered as intrinsically fluorescent (τ~11 ns) and is widely used in biochemical assays to probe DNA and RNA structure.[1]
It is now shown that the molecule alone is nearly non-fluorescent with a lifetime of τ=156 ps, however, its fluorescence is increased by up to 95 times through hydrogen bonding to a single water molecule.[2]

This work was carried out in the group of Prof. Samuel Leutwyler.

References:

  1. D. C. Ward, E. Reich, L. Stryer;
    "Fluorescence studies of nucleotides and polynucleotides"
    J. Biol. Chem., 244, 1228-1239, (1969); http://www.jbc.org/content/244/5/1228.abstract.
  2. S. Lobsiger, S. Blaser. R. K. Sinha, H.-M. Frey, S. Leutwyler;
    "Switching on the fluorescence of 2-aminopurine by site-selective microhydration"
    Nature Chemistry, 6, 989-993, (2014); doi:10.1038/nchem.2086.