The donor-acceptor biphenyl platform: a versatile chromophore for the engineering of highly efficient two-photon sensitive photoremovable protecting groups.

Fiche publication


Date publication

mars 2012

Journal

Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology

Auteurs

Membres identifiés du Cancéropôle Est :
Dr SPECHT Alexandre


Tous les auteurs :
Specht A, Bolze F, Donato L, Herbivo C, Charon S, Warther D, Gug S, Nicoud JF, Goeldner M

Résumé

Different photoremovable protecting groups in the o-nitrobenzyl, phenacyl, and 2-(o-nitrophenyl)propyl series with a donor-acceptor biphenyl backbone, known to display excellent two-photon absorption cross-sections, were investigated in order to develop efficient two-photon sensitive photoremovable protecting groups. The 2-(o-nitrophenyl)propyl series was a more versatile platform to increase the two-photon sensitivity of photoremovable protecting groups, leading to the p-alkoxy and p-bisalkylamino-4-nitro-[1,1'-biphenyl]-3-yl)propyl derivatives: PENB and EANBP respectively. Those two photoremovable protecting groups are to date the best caging groups for two-photon excitation at 800 and 740 nm respectively, offering attracting perspectives in chemical biology.

Mots clés

Biphenyl Compounds, chemistry, Molecular Structure, Nitrobenzenes, chemistry, Photolysis, Photons

Référence

Photochem. Photobiol. Sci.. 2012 Mar;11(3):578-86