Ab Initio Study of Alkylation of Guanine-Cytosine Base Pair by Sulfur and Nitrogen Mustards

Dan Vasilescu; Martine Adrian-Scotto; Ahmed Fadiel; Adel Hamza

Ab Initio Study of Alkylation of Guanine-Cytosine Base Pair by Sulfur and Nitrogen Mustards

Dan Vasilescu ¹ Martine Adrian-Scotto ² Ahmed Fadiel ³ Adel Hamza ^{4, *}

* Corresponding author

1 UNSA - Université de Nice Sophia-Antipolis

2 LCMBA - Laboratoire de Chimie des Molécules Bioactives et des Arômes

3 NYU - New York University School of Medicine

4 Institut Pasteur de Tunis

Abstract : Quantum modeling of the N7(G) alkylation of guanine-cytosine (G-C) base pair by sulfur (HD) and nitrogen mustard (HN2) was performed by using the Density Functional Theory (DFT) BPW91/6-31G++DP procedure. The vibrational IR and Raman spectra are discussed with regard to the N7 position of guanine when electrophilic HD+ episulfonium and HN2+ aziridinium attack the G-C base pair. Thermodynamic and polarizability considerations are also presented. The computed electronic chemical potential and the electrophilicity of the studied species indicate that an electronic transfer is produced from the nucleophile (G-C) base pair to the electrophile HD+ episulfonium or HN2+ aziridinium during the alkylation process.

Keywords : Alkylation of Guanine-Cytosine Base Pair IR and Raman Theoretical Spectra Quantum Modelling DFT and Hartree-Fock computations Sulfur Mustard Nitrogen mustard

Document type :

Journal articles

Domain :

Life Sciences [q-bio]

Complete list of metadatas

https://hal-riip.archives-ouvertes.fr/pasteur-01375298
Contributor : Institut Pasteur Tunis <>
Submitted on : Monday, January 2, 2017 - 2:26:51 PM
Last modification on : Monday, October 8, 2018 - 5:44:08 PM

Ab Initio Study of Alkylation of Guanine-Cytosine Base Pair by Sulfur and Nitrogen Mustards

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Ab Initio Study of Alkylation of Guanine-Cytosine Base Pair by Sulfur and Nitrogen Mustards

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