Saladin Lazare, Dal Pra Ophélie, Klymchenko Andrey S, Didier Pascal, Collot Mayeul
Laboratoire de Bioimagerie et Pathologies UMR 7021, CNRS/Université de Strasbourg, 74 route du Rhin, 67401, Illkirch-Graffenstaden, France.
Chemistry. 2023 Apr 6;29(20):e202203933. doi: 10.1002/chem.202203933. Epub 2023 Mar 1.
Dual-emissive photoconvertible fluorophores (DPCFs) are powerful tools to unambiguously track labeled cells in bioimaging. We recently introduced a new rational mechanism called directed photooxidation-induced conversion (DPIC) enabling efficient DPCFs to be obtained by conjugating a coumarin to aromatic singlet-oxygen reactive moieties (ASORMs). Pyrrole was found to be a suitable ASORM as it provided a high hypsochromic shift along with a fast and efficient conversion. By synthesizing various pyrrole-based styryl coumarin dyes, we showed that the photoconversion properties, including the quantum yield of photoconversion and the chemical yield of conversion can be tuned by chemical modification of the pyrrole. These modifications led to an improved dual emissive converter, SCP-Boc, which displayed a high brightness and an enhanced photoconversion yield of 63 %. SCP-Boc was successfully used to sequentially photoconvert cells by laser scanning confocal microscopy.
双发射光转换荧光团（DPCFs）是在生物成像中明确追踪标记细胞的强大工具。我们最近引入了一种名为定向光氧化诱导转换（DPIC）的新合理机制，通过将香豆素与芳香单重态氧反应性基团（ASORMs）共轭，能够获得高效的DPCFs。发现吡咯是一种合适的ASORM，因为它伴随着快速高效的转换提供了高蓝移。通过合成各种基于吡咯的苯乙烯基香豆素染料，我们表明光转换性质，包括光转换量子产率和转换化学产率，可以通过吡咯的化学修饰来调节。这些修饰产生了一种改进的双发射转换器SCP-Boc，其显示出高亮度和63%的增强光转换产率。SCP-Boc通过激光扫描共聚焦显微镜成功用于对细胞进行顺序光转换。
