title: Prediction model based on decision tree analysis for laccase mediators.
abstract: A Structure Activity Relationship (SAR) study for laccase mediator systems was performed in order to correctly classify different natural phenolic mediators. Decision tree (DT) classification models with a set of five quantum-chemical calculated molecular descriptors were used. These descriptors included redox potential (ɛ°), ionization energy (E(i)), pK(a), enthalpy of formation of radical (Δ(f)H), and OH bond dissociation energy (D(O-H)). The rationale for selecting these descriptors is derived from the laccase-mediator mechanism. To validate the DT predictions, the kinetic constants of different compounds as laccase substrates, their ability for pesticide transformation as laccase-mediators, and radical stability were experimentally determined using Coriolopsis gallica laccase and the pesticide dichlorophen. The prediction capability of the DT model based on three proposed descriptors showed a complete agreement with the obtained experimental results.
authors.affiliation: Departamento de Química Orgánica, Grupo de Química Biológica y Computacional, Universidad de Concepción, Edmundo Larenas 129, Concepción, Chile.
authors.forename: Fabiola
authors.initials: F
authors.lastname: Medina
authors.forename: Sergio
authors.initials: S
authors.lastname: Aguila
authors.forename: Maria Camilla
authors.initials: MC
authors.lastname: Baratto
authors.forename: Andrea
authors.initials: A
authors.lastname: Martorana
authors.forename: Riccardo
authors.initials: R
authors.lastname: Basosi
authors.forename: Joel B
authors.initials: JB
authors.lastname: Alderete
authors.forename: Rafael
authors.initials: R
authors.lastname: Vazquez-Duhalt
mesh_terms: D000098:Acetophenones / Q000737:chemistry / Q000494:pharmacology; D001547:Benzaldehydes / Q000737:chemistry / Q000494:pharmacology; D055162:Biocatalysis / Q000187:drug effects*; D002396:Catechols / Q000737:chemistry / Q000494:pharmacology; D003373:Coumaric Acids / Q000737:chemistry / Q000494:pharmacology; D003663:Decision Trees; D004003:Dichlorophen / Q000737:chemistry / Q000494:pharmacology; D005656:Fungal Proteins / Q000737:chemistry / Q000378:metabolism; D006835:Hydrazones / Q000737:chemistry / Q000494:pharmacology; D042845:Laccase / Q000737:chemistry / Q000378:metabolism*; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D009596:Nitrophenols / Q000737:chemistry / Q000494:pharmacology; D010084:Oxidation-Reduction; D010636:Phenols / Q000737:chemistry / Q000494:pharmacology; D020072:Polyporales / Q000201:enzymology; D011487:Protein Conformation; D021281:Quantitative Structure-Activity Relationship; D014641:Vanillic Acid / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000098:Acetophenones; D001547:Benzaldehydes; D002396:Catechols; D003373:Coumaric Acids; D005656:Fungal Proteins; D006835:Hydrazones; D009596:Nitrophenols; D010636:Phenols; C009370:syringaldazine; C069665:syringaldehyde; C015802:2,6-dichloro-4-nitrophenol; C073734:sinapinic acid; C051667:acetosyringone; C472391:guaethol; D042845:Laccase; D014641:Vanillic Acid; C066344:3-methoxycatechol; D004003:Dichlorophen