4.7 Article

Synthesis of Small Fluorescent Molecules and Evaluation of Photophysical Properties

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JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 2, 页码 1253-1258

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02857

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  1. JSPS KAKENHI [19KOS740]

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A series of aniline-based fluorophores were newly synthesized. To increase their fluorescence quantum yields, it was particularly important to substitute 3,3,3-trifluoroprop-1-enyl (TFPE) groups next to the amino group to benefit from an extended pi-electron delocalization. Among these, 5-CN-2-TFPE-aniline was found to behave as an excellent fluorophore with a reasonable fluorescence quantum yield of 0.89 even in aqueous solution. L-Alanine peptide, a nonfluorescent analogue of 5-CN-2-TFPE-aniline, was synthesized and successfully employed as an enzyme probe to detect aminopeptidase N activity.

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