期刊
ACS CHEMICAL BIOLOGY
卷 12, 期 2, 页码 558-563出版社
AMER CHEMICAL SOC
DOI: 10.1021/acschembio.6b00852
关键词
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资金
- JSPS KAKENHI Grant [JP22000006, 26104509, 16H00823, 16H05099, JP24655147, JP25104005, JP16H04102, JP16K17859]
- SENTAN, JST
- Mochida Memorial Foundation for Medical and Pharmaceutical Research
- Asahi Glass Foundation
- Platform for Drug Discovery, Informatics, and Structural Life Science from MEXT
- Grants-in-Aid for Scientific Research [16H00823, 15K14937, 16K17859, 16H04102, 26104509, 26111012, 16H05099, 17K05756, 25104005, 15H05371] Funding Source: KAKEN
Enzyme/substrate pairs, such as beta-galactosidase with chromogenic x-gal substrate, are widely used as reporters to monitor biological events, but there is still a requirement for new reporter systems, which may be orthogonal to existing systems. Here, we focused on azoreductase (AzoR). We designed and synthesized a library of azo-rhodamine derivatives as candidate fluorogenic substrates. These derivatives were nonfluorescent, probably due to ultrafast conformational change around the N=N bond after photoexcitation. We found that AzoR-mediated reduction of the azo bond of derivatives bearing an electron donating group on the azobenzene moiety was followed by nonenzymatic cleavage to afford highly fluorescent 2-methyl-rhodamine green (2-Me RG), which was well retained in cells. We show that the AzoR/compound 9 reporter system can detect azoreductase-expressing live cells at the single cell level.
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