title: Red-shifting the optical response of firefly oxyluciferin with group 15/16 substitutions.
abstract: Time-dependent density functional theory has been used to investigate the effects of group 15/16 element substitution on the optical response of firefly oxyluciferin. A range of analogues containing symmetrical substitutions at the N and S atom positions of the naturally-occurring oxyluciferin have been found to have red-shifted electronic excitation energies with the heaviest derivative investigated (As/Se) displaying a shift of -0.69 eV. Fluorescence emission wavelengths for all P- and As-containing derivatives in DMSO are estimated to lie in the 710-930 nm region making them interesting for bio-imaging applications.
authors.affiliation: Centre for Computational Physics, Department of Physics, University of Coimbra, Rua Larga, 3004-516 Coimbra, Portugal. bruce@teor.fis.uc.pt.
authors.forename: Bruce F
authors.initials: BF
authors.lastname: Milne
mesh_terms: D000818:Animals; D052160:Benzothiazoles / Q000737:chemistry; D003116:Color; D004583:Electrons; D048888:Fireflies; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D055620:Optical Phenomena; D011719:Pyrazines / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D052160:Benzothiazoles; D007211:Indoles; D011719:Pyrazines; C014730:oxyluciferin; C005465:benzothiazole