6533b821fe1ef96bd127b86c
RESEARCH PRODUCT
Acridine orange in a pumpkin-shaped macrocycle: Beyond solvent effects in the UV–visible spectra simulation of dyes
Antonio PrestianniVincent TognettiT. Le BahersR. GiacovazziCyril PeltierS. Di TommasoGuillaume FayetFrédéric Labatsubject
Dye010405 organic chemistryAcridine orangeProtonationTime-dependent density functional theory010402 general chemistryCondensed Matter PhysicsPhotochemistry01 natural sciencesBiochemistry0104 chemical scienceschemistry.chemical_compoundchemistryDensity functional theoryTime-dependent density functional theoryMolecule[CHIM]Chemical SciencesPhotosensitizerDensity functional theoryPhysical and Theoretical ChemistrySolvent effectsComputingMilieux_MISCELLANEOUSMacromoleculedescription
Abstract We present simulation of the UV–visible spectra of acridine orange, a widely used photosensitizer for in vivo studies due to its highly environment-dependent spectroscopic properties. This dye has been investigated both in its protonated and neutral forms, either isolated or embedded in a pumpkin-shaped macromolecular cycle (cucurbit-7-uril), using time-dependent density functional theory techniques. To model this macromolecular cycle, two strategies are taken into account, allowing decoupling of the geometric and electrostatic influences of the host on the guest molecules. Experimental data are well-reproduced when using an embedding electrostatic technique, suggesting that such a method holds great promise to investigate the environmental effects on dye absorption spectra at low computational cost.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-08-01 |