title: Acid-base and electronic structure-dependent properties of Hoechst 33342.
abstract: An ab initio quantum mechanical study of the bis-benzimidazole derivative Hoechst 33342 is presented. Specifically, we report on the molecular geometry, proton affinity, gas-phase basicity, hydration, pKa, and molecular interaction potential map of Hoechst 33342 and the forms obtained by its protonation and deprotonation. Results have been compared with those obtained for Hoechst 33258 to analyze the influence of the chemical structure on the properties of this bis-benzimidazole derivative. Finally, the connection of some theoretical predictions with experimental evidences has been examined.
authors.affiliation: Departament d'Enginyeria Quimica, E.T.S. d'Enginyeria Industrial de Barcelona, Universitat Politecnica de Catalunya, Barcelona E-08028, Spain. carlos.aleman@upc.edu
authors.forename: Carlos
authors.initials: C
authors.lastname: Alemán
authors.forename: Adriana M
authors.initials: AM
authors.lastname: Namba
authors.forename: Jordi
authors.initials: J
authors.lastname: Casanovas
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry* / Q000378:metabolism; D004583:Electrons; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D011487:Protein Conformation; D011522:Protons; D013816:Thermodynamics; D014867:Water / Q000737:chemistry
chemical_list: D001562:Benzimidazoles; D005456:Fluorescent Dyes; D011522:Protons; D014867:Water; C009712:bis-benzimidazole; C017807:bisbenzimide ethoxide trihydrochloride