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G‐Quadruplex Supramolecular Assemblies in Photochemical Upconversion
Author(s) -
Mutsamwira Saymore,
Ainscough Eric W.,
Partridge Ashton C.,
Derrick Peter J.,
Filichev Vyacheslav V.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201601353
Subject(s) - circular dichroism , ruthenium , chromophore , supramolecular chemistry , dna , monomer , molecule , chemistry , bipyridine , fluorescence , photochemistry , covalent bond , derivative (finance) , g quadruplex , stereochemistry , crystallography , polymer , crystal structure , organic chemistry , catalysis , biochemistry , physics , quantum mechanics , financial economics , economics
Parallel, tetramolecular G‐quadruplex (G4) DNA possessing TINA monomer, ( R )‐1‐ O ‐[4‐(1‐pyrenylethynyl)phenylmethyl]glycerol, were synthesised and evaluated in complexes with tris(2,2′‐bipyridine)ruthenium(II), [Ru(bpy) 3 ] 2+ , and the Zn 2+ derivative of 5,10,15,20‐tetrakis‐(1‐methyl‐4‐pyridyl)‐21 H ,23 H ‐porphine, ZnTMpyP4. UV/Vis, fluorescence, and circular dichroism (CD) spectroscopy showed that the use of G4‐DNA as a template resulted in the effective communication between the ligands and the TINA molecule that was covalently attached to the 5′‐end and between T and dG at the 5′‐end of the dTG 4 T sequence. Only one G4‐DNA possessing the TINA molecule at the 5′‐end of the dTG 4 T sequence was able to yield a green‐to‐blue photochemical upconversion (PUC, λ em =420 nm) in the presence of [Ru(bpy) 3 ] 2+ upon excitation at 500 nm. Different DNA secondary structures can thus be used in DNA‐based assemblies for PUC and the way of attachment of chromophores to DNA plays a pivotal role for the creation of a photosynthetic centre.