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Internet Electronic Journal of Molecular Design - IEJMD, ISSN 1538-6414, CODEN IEJMAT
| ABSTRACT - Internet Electron. J. Mol. Des. December 2003, Volume 2, Number 12, 798-813 |
Toxicity Analysis of Benzidine Through Chemical Reactivity
and Selectivity Profiles: A DFT Approach
Ramakrishnan Parthasarathi, Jaganathan Padmanabhan, Utpal Sarkar, Buddhadev Maiti, Venkatesan Subramanian, and Pratim Kumar Chattaraj
Internet Electron. J. Mol. Des. 2003, 2, 798-813
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Abstract:
Chemical reactivity descriptors based on density functional
theory are useful in analyzing the toxicities and in identifying the
reactive sites of the molecular systems. In the present
investigation the global reactivity profiles such as
electronegativity, chemical hardness, polarizability,
electrophilicity index and local selectivity profiles like
condensed electrophilicity of benzidine are calculated using
B3LYP/6-31G* including both Hartree-Fock and density
functional theory based exchange functionals (B3LYP) in order
to gain deeper insights into the toxic nature of this compound.
Both global and local electrophilicity have been found to be
adequate in explaining respectively the overall toxicity and the
most probable site of reactivity. Interaction between benzidine
and nucleic acid (NA) base/selected base pairs and Aryl
Hydrocarbon Hydroxylase (AHH) receptors are determined
using Parr's formula. The charge transfer involved in the
formation of adducts is also qualitatively studied. The results
revealed that benzidine acts as an electron-donating agent in their
interaction with biomolecules. The planarity and electron affinity
are the criteria influencing the toxic nature of benzidine.
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