@prefix prodottidellaricerca: . @prefix istituto: . @prefix prodotto: . istituto:CDS063 prodottidellaricerca:prodotto prodotto:ID39011 . @prefix pubblicazioni: . @prefix unitaDiPersonaleInterno: . unitaDiPersonaleInterno:MATRICOLA7871 pubblicazioni:autoreCNRDi prodotto:ID39011 . unitaDiPersonaleInterno:MATRICOLA1282 pubblicazioni:autoreCNRDi prodotto:ID39011 . @prefix rdf: . prodotto:ID39011 rdf:type prodotto:TIPO1101 . @prefix retescientifica: . prodotto:ID39011 rdf:type retescientifica:ProdottoDellaRicerca . @prefix rdfs: . prodotto:ID39011 rdfs:label "Interplay of Intra- and Intermolecular H-Bonds for the Addition of a Water Molecule to the Neutral and N-Protonated Forms of Noradrenaline (Articolo in rivista)"@en . @prefix xsd: . prodotto:ID39011 pubblicazioni:anno "2002-01-01T00:00:00+01:00"^^xsd:gYear . @prefix skos: . prodotto:ID39011 skos:altLabel "
Alagona* G., Ghio C. (2002)
Interplay of Intra- and Intermolecular H-Bonds for the Addition of a Water Molecule to the Neutral and N-Protonated Forms of Noradrenaline
in International journal of quantum chemistry
"^^rdf:HTML ; pubblicazioni:autori "Alagona* G., Ghio C."^^xsd:string ; pubblicazioni:paginaInizio "641"^^xsd:string ; pubblicazioni:paginaFine "656"^^xsd:string ; pubblicazioni:numeroVolume "90"^^xsd:string . @prefix ns10: . prodotto:ID39011 pubblicazioni:rivista ns10:ID394730 ; pubblicazioni:note "Invited Paper: Issue in memory of Per-Olov Lowdin\n\nMolecular Modeling Lab"^^xsd:string ; skos:note "ISI Web of Science (WOS)"^^xsd:string ; pubblicazioni:affiliazioni "CNR, Institute of Quantum Chemistry and Molecular Energetics, Via Moruzzi 1, I-56124 Pisa, Italy"^^xsd:string ; pubblicazioni:titolo "Interplay of Intra- and Intermolecular H-Bonds for the Addition of a Water Molecule to the Neutral and N-Protonated Forms of Noradrenaline"^^xsd:string ; prodottidellaricerca:abstract "The conformational flexibility of noradrenaline in its N-protonated and neutral forms \nwas considered at the HF/6-31G* level, taking into account the orientation of the \ntwo hydroxy groups located on the catechol ring and the interconversion pathways \nbetween their stable arrangements. The difference in stability among the various \nforms of N-protonated noradrenaline was maintained including either more diffuse \nfunctions on the heteroatoms or MP2 correlation corrections. The embedding in \naqueous solution, in the polarizable continuum model framework, of the conformers \nkept rigid at their in vacuo geometries favored the T conformers with respect to the \nG ones at the HF level (for neutral noradrenaline at the MP2 level as well). The \naddition of a single water molecule to noradrenaline (either N-protonated or not) \ncaused the intramolecular H-bond within the side chain to weaken till formation of \none or two intermolecular H-bonds with water. This fact, coupled to the \nintramolecular H-bond strain relaxation, further stabilized the G1 and T conformers. \nContinuum solvation of the hydrated clusters of neutral noradrenaline favored \nsignificantly the T...water adducts at the HF level, but only slightly at the MP2 level, \nbecause of their large energy gap in vacuo with respect to G1...water, even \nenhanced by MP2 geometry optimizations. The dependence of the potential energy \nprofile for the NH2 group rotation on the catechol ring and side chain OH group \norientation was examined in noradrenaline and compared to the trend shown by \ndopamine." ; prodottidellaricerca:prodottoDi istituto:CDS063 ; pubblicazioni:autoreCNR unitaDiPersonaleInterno:MATRICOLA1282 , unitaDiPersonaleInterno:MATRICOLA7871 . @prefix parolechiave: . prodotto:ID39011 parolechiave:insiemeDiParoleChiave . ns10:ID394730 pubblicazioni:rivistaDi prodotto:ID39011 . parolechiave:insiemeDiParoleChiaveDi prodotto:ID39011 .