Triazole-acridine conjugates: redox mechanisms and in situ electrochemical evaluation of interaction with double-stranded DNA.
Redox mechanisms and in situ electrochemical interaction with double-stranded DNA were investigated using a DNA-electrochemical biosensor for two disubstituted triazole-linked acridine compounds (GL15 and GL7), previously reporting as quadruplex DNA-binding molecules. The redox properties of GL15 and GL7 involve a complex, pH-dependent, adsorption-controlled irreversible process and were investigated using cyclic, differential pulse, and square wave voltammetry at a glassy carbon electrode. The interaction between duplex DNA and GL15 or GL7 was investigated in incubated solutions using dsDNA-, poly[G]-, and poly[A]-electrochemical biosensors. It was demonstrated that the interaction is time-dependent, both GL15 and GL7 interacting with dsDNA, causing condensation of dsDNA morphological structure but not oxidative damage.
Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade de Coimbra, 3004-535 Coimbra, Portugal.
A Dora R
AD
Pontinha
Silvia
S
Sparapani
Stephen
S
Neidle
Ana Maria
AM
Oliveira-Brett
D000166:Acridines / Q000737:chemistry*; D015374:Biosensing Techniques; D004247:DNA / Q000737:chemistry*; D004563:Electrochemistry; D006863:Hydrogen-Ion Concentration; D010084:Oxidation-Reduction; D014230:Triazoles / Q000737:chemistry*
D000166:Acridines; D014230:Triazoles; D004247:DNA