title: Spectroscopy and photophysics of flavin-related compounds: 3-benzyl-lumiflavin.
abstract: Molecular structure, spectroscopic and photophysical data for the singlet state of 3-benzyl-lumiflavin in different solvents are presented. Theoretical studies concerning singlet-singlet and triplet-triplet excitation energies were carried out using time-dependent density functional theory (TD-DFT) calculations. These predictions are in good agreement with the experimental results, which reflect the solvent interactions. All the observable singlet-singlet transitions have pi-pi* character. The title compound appears to be an efficient sensitizer of the production of singlet oxygen (phi(Delta)= 0.53). The crystal structure of 3-benzyl-lumiflavin is also presented, along with its solid-state photophysical data.
authors.affiliation: Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 660-780 Poznań, Poland.
authors.forename: Malgorzata
authors.initials: M
authors.lastname: Insińska-Rak
authors.forename: Ewa
authors.initials: E
authors.lastname: Sikorska
authors.forename: Jose R
authors.initials: JR
authors.lastname: Herance
authors.forename: Jose L
authors.initials: JL
authors.lastname: Bourdelande
authors.forename: Igor V
authors.initials: IV
authors.lastname: Khmelinskii
authors.forename: Maciej
authors.initials: M
authors.lastname: Kubicki
authors.forename: Wiesław
authors.initials: W
authors.lastname: Prukała
authors.forename: Isabel F
authors.initials: IF
authors.lastname: Machado
authors.forename: Anna
authors.initials: A
authors.lastname: Komasa
authors.forename: Luis F V
authors.initials: LF
authors.lastname: Ferreira
authors.forename: Marek
authors.initials: M
authors.lastname: Sikorski
mesh_terms: D018360:Crystallography, X-Ray; D005415:Flavins / Q000737:chemistry* / Q000528:radiation effects; D008958:Models, Molecular; D015394:Molecular Structure; D010777:Photochemistry; D012997:Solvents / Q000737:chemistry; D013053:Spectrophotometry; D013816:Thermodynamics; D013997:Time Factors; D014466:Ultraviolet Rays
chemical_list: C505149:3-benzyllumiflavin; D005415:Flavins; D012997:Solvents