Photoreaction of [Ru(hat)2phen]2+ with guanosine-5'-monophosphate and DNA: formation of new types of photoadducts.
[Ru(hat)2phen]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)2phen]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)2phen]2+ yields photoadducts when guanine bases are present.
Blasius
Romain
R
Université Libre de Bruxelles, Chimie Organique et Photochime, Brussels, Belgium.
Nierengarten
Hélène
H
Luhmer
Michel
M
Constant
Jean-François
JF
Defrancq
Eric
E
Dumy
Pascal
P
van Dorsselaer
Alain
A
Moucheron
Cécile
C
Kirsch-Demesmaeker
Andrée
A
D001372:Aza Compounds / Q000737:chemistry*; D002911:Chrysenes / Q000737:chemistry*; D018736:DNA Adducts / Q000138:chemical synthesis* / Q000737:chemistry; D004586:Electrophoresis; D006157:Guanosine Monophosphate / Q000737:chemistry*; D007364:Intercalating Agents / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry*; D010618:Phenanthrolines / Q000737:chemistry*; D010777:Photochemistry; D012428:Ruthenium / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics
C506868:1,4,5,8,9,12-hexaazatriphenylene; D001372:Aza Compounds; D002911:Chrysenes; D018736:DNA Adducts; D007364:Intercalating Agents; D009942:Organometallic Compounds; D010618:Phenanthrolines; D012428:Ruthenium; D006157:Guanosine Monophosphate; C025205:1,10-phenanthroline