Structural and electronic characterization of a Fridericia heliota luciferin-related derivative, based on quantum chemistry

• Tipo: Artigo em Revista Científica Internacional
• Data: 2014

Autores

Luis Pinto da Silva (Autor) Outra; Joaquim C G E Esteves da Silva (Autor) FCUP

Revista

Título: Journal of Photochemistry and Photobiology A: Chemistry

Vol. 288

Páginas: 46-54

ISSN: 1010-6030

Editora: Elsevier

Indexação

ISI Web of Knowledge - 0 Citações

Scopus - 0 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-009-GNN

DOI: 10.1016/j.jphotochem.2014.05.005

Abstract (EN): CompX is a natural analog of the unknown luciferin of the bioluminescence earthworm Fridericia heliota. Given the difficulties of characterizing luciferin, the objective of this work was the quantum chemistry based structural and electronic characterization of CompX. A main feature of this molecule is a strong partially covalent O-H center dot center dot center dot O ionic bond, with sigma bonding character, present in all CompX species. Atomic charge transfers involving this interaction determine the relative stability of all species. Moreover, this interaction is involved in an excited state intramolecular proton transfer leading to a phototautomerism reaction. Thus, the large Stokes shift observed for CompX is attributed to an enol -> keto photoconversion.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 9