Red-shifting the optical response of firefly oxyluciferin with group 15/16 substitutions

Bruce F. Milne

doi:10.1039/C4CP04347B

Red-shifting the optical response of firefly oxyluciferin with group 15/16 substitutions

Bruce F. Milne

Chemistry

Research output: Contribution to journal › Article › peer-review

10 Citations (Scopus)

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.

Original language	English
Pages (from-to)	24971-24977
Number of pages	7
Journal	Physical Chemistry Chemical Physics
Volume	16
Issue number	45
DOIs	https://doi.org/10.1039/C4CP04347B
Publication status	Published - 15 Oct 2014

Bibliographical note

Acknowledgements
The author thanks the Donostia International Physics Centre and the Centre for Materials Physics, University of the Basque Country (UPV/EUH) for financial support and the Laboratory for Advanced Computation of the University of Coimbra for the provision of computer resources, technical support and assistance.

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10.1039/C4CP04347B

http://dx.doi.org/10.1039/C4CP04347B

Cite this

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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.",

author = "Milne, {Bruce F.}",

note = "Acknowledgements The author thanks the Donostia International Physics Centre and the Centre for Materials Physics, University of the Basque Country (UPV/EUH) for financial support and the Laboratory for Advanced Computation of the University of Coimbra for the provision of computer resources, technical support and assistance.",

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AU - Milne, Bruce F.

N1 - Acknowledgements The author thanks the Donostia International Physics Centre and the Centre for Materials Physics, University of the Basque Country (UPV/EUH) for financial support and the Laboratory for Advanced Computation of the University of Coimbra for the provision of computer resources, technical support and assistance.

PY - 2014/10/15

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N2 - 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.

AB - 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.

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DO - 10.1039/C4CP04347B

M3 - Article

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SP - 24971

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JO - Physical Chemistry Chemical Physics

JF - Physical Chemistry Chemical Physics

IS - 45

ER -

Red-shifting the optical response of firefly oxyluciferin with group 15/16 substitutions

Abstract

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