Characterization of isomeric cationic porphyrins with beta-pyrrolic substituents by electrospray mass spectrometry: The singular behavior of a potential virus photoinactivator

• Tipo: Artigo em Revista Científica Internacional
• Data: 2007

Autores

Izquierdo, RA (Autor) Outra; Barros, CM (Autor) Outra; Santana Marques, MG (Autor) Outra; Ferrer Correia, AJ (Autor) Outra; Silva, EMP (Autor) Outra; Giuntini, F (Autor) Outra; Faustino, MAF (Autor) Outra; Tome, JPC (Autor) Outra; Tome, AC (Autor) Outra; Silva, AMS (Autor) Outra; Neves, GPMS (Autor) Outra; Cavaleiro, JAS (Autor) Outra; Peixoto, AF (Autor) FCUP; Pereira, MM (Autor) Outra; Pais, AACC (Autor) Outra

Revista

Título: Journal of the American Society for Mass Spectrometry

Vol. 18

Páginas: 218-225

ISSN: 1044-0305

Editora: American Chemical Society

Indexação

ISI Web of Knowledge - 15 Citações

Scopus - 15 Citações

Outras Informações

ID Authenticus: P-004-C2X

DOI: 10.1016/j.jasms.2006.09.010

Abstract (EN): Electrospray ionization mass spectrometry (ESI-MS) and tandem mass spectrometry (ESI-MS/ MS) have been used to differentiate the 2- and 4-methylpyridyl isomers of free-base and metallated cationic beta-vinylpyridylporphyrins. The analysis by ESI-MS/MS of the deuterated analogs and semiempirical calculations of structural and electronic parameters were also undertaken. The two free-base isomers are easily differentiated by ESI-MS/MS but the presence of a metallic center renders differentiation of the metallated isomers less effective. The data acquired show that of all the studied compounds, the free-base 2-methylpyridyl isomer, which was operative in the in vitro photoinactivation of Herpes simples virus, has a different gas-phase behavior. Local distortion of the macrocycle due to the presence of the beta-vinylpyridyl substituent occurs for all the compounds, but a different electron density distribution can account for the observed gas-phase behavior of this potential virus photoinactivator. (c) 2007 American Society for Mass Spectrometry.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 8