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Issue 31, 2013
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Photoswitchable DNA-binding properties of a photochromic spirooxazine derivative

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Abstract

An N-methylphenanthrolinium-annelated spirooxazine derivative 2SO whose DNA-intercalating properties are reversibly changed by a photochromic reaction was prepared. Upon irradiation at 350 nm the spirooxazine is transformed to the corresponding photomerocyanine 2PM that binds to DNA. After irradiation with visible light the spirooxazine 2SO, which exhibits no significant DNA-binding properties, is regained. The association of 2PM with DNA was examined by CD and absorption spectroscopy, fluorescent intercalator displacement and viscometric titration.

Graphical abstract: Photoswitchable DNA-binding properties of a photochromic spirooxazine derivative

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Publication details

The article was received on 03 May 2013, accepted on 17 Jun 2013 and first published on 18 Jun 2013


Article type: Paper
DOI: 10.1039/C3OB40930A
Citation: Org. Biomol. Chem., 2013,11, 5184-5188
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    Photoswitchable DNA-binding properties of a photochromic spirooxazine derivative

    H. Ihmels, J. Mattay, F. May and L. Thomas, Org. Biomol. Chem., 2013, 11, 5184
    DOI: 10.1039/C3OB40930A

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