Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Development of Green-Emitting Iron Complex-Based Fluorescent Probes for Intracellular Hydrogen Peroxide Imaging
Yutaka HitomiToshiyuki TakeyasuMasahito Kodera
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2014 Volume 87 Issue 7 Pages 819-824


We previously reported the synthesis of the metal-based fluorescent probes MBFh1 and MBFh2 for hydrogen peroxide (H2O2) imaging, which release the red-emitting fluorophore resorufin, whose response rate is significantly faster than that of other nonmetal-based H2O2 probes, upon reacting with H2O2. In this study, we have synthesized the new fluorescent probe MBFh3 1 and its ester derivatives 2 and 3, in which a mononuclear nonheme iron(III)–monoamido complex and a 3′-O-methyldihydrofluorescein derivative are connected via a propane linker. Probes 2 and 3 are methyl and 1-(ethoxycarbonyloxy)ethyl ester derivatives of 1, respectively. These probes rapidly react with H2O2 to release green-emitting 3′-O-methylfluoresceins. Fluorescent microscopy studies using HeLa and A431 cells showed that intracellular H2O2 can be visualized using probes 1 and 2, but not 3.

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© 2014 The Chemical Society of Japan
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