Jump to main content
Jump to site search

Issue 40, 2010
Previous Article Next Article

Development of next-generation photolabile copper cages with improved copper binding properties

Author affiliations

Abstract

Seven new nitrogen-donor ligands that contain a photoactive nitrophenyl group within the ligand backbone have been prepared and evaluated for their binding affinity for copper(II) and zinc(II). Among this series, the ligand 3Gcage (pyridine-2-carboxylic acid {1-(2-nitro-phenyl)-3-[(pyridin-2-ylmethyl)-amino]-propyl}-amide) has the best affinity for copper(II), with an apparent dissociation constant at pH 7.4 of 0.18 fM. Exposure of buffered aqueous solutions of 3Gcage or Cu(II)-bound 3Gcage to UV light induces bond cleavage in the ligand backbone, which reduces the denticity of the ligands. The quantum yields of photolysis for 3Gcage in the absence and presence of Cu(II) are 0.66 and 0.43, respectively. Prior to photolysis, the 3Gcage ligand inhibits copper from generating hydroxyl radicals in the presence of hydrogen peroxide and ascorbic acid; however, hydroxyl radical formation increases by more than 300% following light activation, showing that the reactivity of the copper center can be triggered by light.

Graphical abstract: Development of next-generation photolabile copper cages with improved copper binding properties

Back to tab navigation

Publication details

The article was received on 01 Jul 2010, accepted on 21 Jul 2010 and first published on 26 Aug 2010


Article type: Paper
DOI: 10.1039/C0DT00770F
Dalton Trans., 2010,39, 9538-9546

  •   Request permissions

    Development of next-generation photolabile copper cages with improved copper binding properties

    K. L. Ciesienski, K. L. Haas and K. J. Franz, Dalton Trans., 2010, 39, 9538
    DOI: 10.1039/C0DT00770F

Search articles by author

Spotlight

Advertisements