DNA-Binding Properties of Amidine-Substituted Spiropyran Photoswitches
Journal article, 2014

Two amidine-substituted spiropyran derivatives have been characterized with respect to the DNA-binding properties over a broad pH interval. The two derivatives differ in the number of positive charges. By varying the pH, the protonation state of the derivatives is also changed, allowing for additional variations in the charge distribution. We show that the closed spiro isomer does not bind for either of the two derivatives, whereas the open merocyanine forms bind both in the protonated and in the nonprotonated state, but with dramatically different binding constants. Flow-oriented linear dichroism (LD) measurements also show that there are differences in the binding modes between the various forms. We rationalize these differences in terms of structure and charge distribution.

photochromism

DNA-binding

DNA

spiropyrans

photoswitches

Author

Martin Hammarson

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Jesper Nilsson

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Shiming Li

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Per Lincoln

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Joakim Andreasson

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Chemistry - A European Journal

0947-6539 (ISSN) 1521-3765 (eISSN)

Vol. 20 48 15855-15862

Photochromic Systems for Solid State Molecular Electronic Devices and Light-Activated Cancer Drugs (PHOTOCHROMES)

European Commission (FP7), 2008-09-01 -- 2013-08-31.

Subject Categories

Chemical Engineering

Other Basic Medicine

DOI

10.1002/chem.201405113

More information

Created

10/7/2017