Spectroscopy and photophysics of flavin-related compounds: 3-benzyl-lumiflavin.
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.
Insińska-Rak
Malgorzata
M
Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 660-780 Poznań, Poland.
Sikorska
Ewa
E
Herance
Jose R
JR
Bourdelande
Jose L
JL
Khmelinskii
Igor V
IV
Kubicki
Maciej
M
Prukała
Wiesław
W
Machado
Isabel F
IF
Komasa
Anna
A
Ferreira
Luis F V
LF
Sikorski
Marek
M
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
C505149:3-benzyllumiflavin; D005415:Flavins; D012997:Solvents