Highly selective acridinium based cyanine dyes for the detection of DNA base pairs (adenine, cytosine, guanine and thymine)

Publication date: Available online 28 June 2019Source: Computational and Theoretical ChemistryAuthor(s): Hasnain Sajid, Khurshid Ayub, Muhammad Arshad, Tariq MahmoodAbstractIn the current study, the DFT calculations are performed to investigate the binding properties of nonsymmetric cyanine dyes (1a, 1b, 1c and 1d) for DNA basis. The effect of change in methine chain between two heterocycles on reactivity is explored through chemical reactivity descriptors (Global) including ionization potential (IP), electron affinity (EA), hardness (η), softness (S), electronegativity (χ) and MEP (molecular electrostatic potential). The results of reactivity descriptors reflect the increase in the sensitivity of cyanine by increasing methine chain. Interaction behavior of cyanine dyes 1a to 1d with DNA nitrogenous basis is rationalized by comparing the electronic and geometric parameters. The interaction energies calculated at M05-2X/6-31++G (d, p) level of theory, suggest stronger interaction of cyanine dyes with DNA nitrogenous basis. The choice of functional for UV-Vis is obtained through a benchmark study against available experimental data. Red shift in UV-Vis spectrum is obtained upon interaction with nucleic basis.Graphical abstract

Source: Computational and Theoretical Chemistry - June 28, 2019 Category: Chemistry Source Type: research