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Photoreaction of [Ru(hat) 2 phen] 2+ with Guanosine‐5′‐Monophosphate and DNA: Formation of New Types of Photoadducts
Author(s) -
Blasius Romain,
Nierengarten Hélène,
Luhmer Michel,
Constant JeanFrançois,
Defrancq Eric,
Dumy Pascal,
van Dorsselaer Alain,
Moucheron Cécile,
KirschDeMesmaeker Andrée
Publication year - 2005
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.200400591
Subject(s) - polynucleotide , guanine , guanosine , chemistry , dna , stereochemistry , ligand (biochemistry) , covalent bond , intercalation (chemistry) , guanosine monophosphate , nucleotide , receptor , biochemistry , organic chemistry , gene
[Ru(hat) 2 phen] 2+ (HAT=1,4,5,8,9,12‐hexaazatriphenylene, phen=1,10‐phenanthroline) interacts with a good affinity with polynucleotides and DNA by intercalation, despite the presence of a second voluminous ancillary HAT ligand. It photoreacts with guanosine‐5′‐monophosphate (GMP). From HPLC, ESMS and NMR analyses, it can be concluded that this complex forms photoadducts with GMP. In contrast to the photoadducts isolated with Ru–TAP complexes (TAP=1,4,5,8‐tetraazaphenanthrene), the photoadducts with [Ru(hat) 2 phen] 2+ contain a covalent link between the oxygen atom of the guanine unit and a HAT ligand. Formation of oxidised photoadducts and compounds resulting from the addition of two GMP entities to the complex are also detected as side products. In the presence of oligo‐ and polynucleotides, [Ru(hat) 2 phen] 2+ yields photoadducts when guanine bases are present.