title: Quantum molecular modeling of the interaction between guanine and alkylating agents--2--nitrogen mustard.
abstract: The alkylation mechanism of guanine by nitrogen mustard (HN2) was studied by using a supermolecular modeling at the ab initio 6-31G level. Our computations show that interaction of guanine with the aziridinium form of HN2 necessitates a transition state for the N7 alkylation route. The pathway of N7-guanine alkylation by nitrogen and sulfur mustards is discussed on the basis of the Molecular Electrostatic Potential and HOMO-LUMO properties of these molecules.
authors.affiliation: Laboratory of Biophysics, University of Nice-Sophia Antipolis, France.
authors.forename: A
authors.initials: A
authors.lastname: Hamza
authors.forename: H
authors.initials: H
authors.lastname: Broch
authors.forename: D
authors.initials: D
authors.lastname: Vasilescu
mesh_terms: D000477:Alkylating Agents / Q000737:chemistry*; D000478:Alkylation; D001388:Aziridines / Q000737:chemistry; D006147:Guanine / Q000737:chemistry* / Q000378:metabolism; D008466:Mechlorethamine / Q000737:chemistry*; D008956:Models, Chemical; D008958:Models, Molecular; D011789:Quantum Theory
chemical_list: D000477:Alkylating Agents; D001388:Aziridines; D008466:Mechlorethamine; C033132:aziridine; D006147:Guanine