期刊
CHEMICAL SCIENCE
卷 13, 期 25, 页码 7462-7467出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc02364d
关键词
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资金
- JSPS KAKENHI [JP17H06409, JP18H039351, JP19K22255, 20K05747, 21H00401, 20H05669, JP16H06280]
- AMED [20ae0101041s0105, JP19dm0207078]
- Platform Project for Supporting Drug Discovery and Life Science Research (Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS)) from AMED [JP21am0101084]
- Takeda Science Foundation
- Naito Foundation
- JSPS A3 Foresight Program
- Joint Research of the Exploratory Research Center on Life and Living Systems (ExCELLS) [22EXC203]
- JSPS CORE-to-CORE Program Asian Chemical Biology Initiative
- Japan (JSPS)-UK (RSC) Research Cooperative Program [JPJSBP120195705]
- JSPS-ISF Joint Research Program [JPJSBP120218404]
- Grants-in-Aid for Scientific Research [21H00401, 20H05669, 20K05747] Funding Source: KAKEN
In this study, visible-light-sensitive protecting groups with high uncaging cross sections were developed for precise control of bioactivity. Two-photon photolysis reactions were achieved using near-infrared laser, and green-light illumination enabled optical control of biological functions.
In photoactivation strategies with bioactive molecules, one-photon visible or two-photon near-infrared light-sensitive caged compounds are desirable tools for biological applications because they offer reduced phototoxicity and deep tissue penetration. However, visible-light-sensitive photoremovable protecting groups (PPGs) reported so far have displayed high hydrophobicity and low uncaging cross sections (epsilon phi < 50) in aqueous media, which can obstruct the control of bioactivity with high spatial and temporal precision. In this study, we developed hydroxylated thiazole orange (HTO) derivatives as visible-light-sensitive PPGs with high uncaging cross sections (epsilon phi approximate to 370) in aqueous solution. In addition, 2PE photolysis reactions of HTO-caged glutamate were achieved using a NIR laser (940 nm). Moreover, HTO-caged glutamate can activate N-methyl-d-aspartic acid receptors in Xenopus oocytes and mammalian cells with green-light illumination, thus allowing optical control of biological functions.
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