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Issue 14, 2018
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Synthesis and properties of geometrical 4-diarylmethylene analogs of the green fluorescent protein chromophore

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Abstract

We have developed a novel analog of the GFP chromophore: geo-DAIN. Since geo-DAIN is equipped with an E/Z-photoisomerizable geometrical diarylmethylene moiety instead of benzylidene of the GFP chromophore, different-colored reversible emissions are expected. We synthesized geo-DAIN by a condensation with methyl imidate and N-(diarylmethylene)glycinate. We found the emission from geo-DAIN to be different from that of benzylidene-type analogs; in the powder state, the E- and Z-isomers of geo-DAIN emitted different fluorescence colors.

Graphical abstract: Synthesis and properties of geometrical 4-diarylmethylene analogs of the green fluorescent protein chromophore

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Publication details

The article was received on 25 Jan 2018, accepted on 10 Mar 2018 and first published on 14 Mar 2018


Article type: Communication
DOI: 10.1039/C8OB00208H
Citation: Org. Biomol. Chem., 2018,16, 2397-2401
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    Synthesis and properties of geometrical 4-diarylmethylene analogs of the green fluorescent protein chromophore

    M. Ikejiri, H. Kojima, Y. Fugono, A. Fujisaka, Y. Chihara and K. Miyashita, Org. Biomol. Chem., 2018, 16, 2397
    DOI: 10.1039/C8OB00208H

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