Rhodamine-Sensitized Two-Photon Activation of a Red Light-Absorbing BODIPY Photocage

被引：8
|
作者：
Weber, Rebekka [1 ]
Chok, Kerby [2 ]
Junek, Stephan [3 ]
Glaubitz, Clemens [2 ]
Heckel, Alexander [1 ]
机构：
[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, Max von Laue Str 7, D-60438 Frankfurt, Germany
[2] Goethe Univ Frankfurt, Inst Biophys Chem, Max von Laue Str 9, D-60438 Frankfurt, Germany
[3] Max Planck Inst Brain Res, Max von Laue Str 4, D-60438 Frankfurt, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2023年 / 29卷 / 25期
关键词：
BODIPY; fluorescence spectroscopy; liposomes; rhodamine; two-photon uncaging; PHOTORELEASE; ABSORPTION; DESIGN;
D O I：
10.1002/chem.202300149
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two-photon (2P) activatable probes are of high value in biological and medical chemistry since near infrared (NIR) light can penetrate deeply even in blood-perfused tissue and due to the intrinsic three-dimensional activation properties. Designing two-photon chromophores is challenging. However, the two-photon absorption qualities of a photocage can be improved with an intramolecular sensitizer, which transfers the absorbed light onto the cage. We herein present the synthesis and photophysical characterization of a 2P-sensitive uncaging dyad based on rhodamine 101 as donor fluorophore and a redshifted BODIPY as acceptor photocage. Liberation of p-nitroaniline (PNA) upon one-photon photolysis was confirmed by HPLC analysis. The photoreaction was found to be accompanied by a considerable change of the fluorescence properties of the chromophores. The possibility of a fluorescent read-out enabled the detection of two-photon induced uncaging by confocal fluorescence microscopy.
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页数：6
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