Red-emitting ruthenium(II) and iridium(III) complexes as phosphorescent probes for methylglyoxal in vitro and in vivo

Zhang, Wenzhu, Zhang, Feiyue, Wang, Yong-Lei, Song, Bo, Zhang, Run and Yuan, Jingli (2017) Red-emitting ruthenium(II) and iridium(III) complexes as phosphorescent probes for methylglyoxal in vitro and in vivo. Inorganic Chemistry, 56 3: 1309-1318. doi:10.1021/acs.inorgchem.6b02443


Author Zhang, Wenzhu
Zhang, Feiyue
Wang, Yong-Lei
Song, Bo
Zhang, Run
Yuan, Jingli
Title Red-emitting ruthenium(II) and iridium(III) complexes as phosphorescent probes for methylglyoxal in vitro and in vivo
Journal name Inorganic Chemistry   Check publisher's open access policy
ISSN 1520-510X
0020-1669
Publication date 2017-02-06
Sub-type Article (original research)
DOI 10.1021/acs.inorgchem.6b02443
Open Access Status Not yet assessed
Volume 56
Issue 3
Start page 1309
End page 1318
Total pages 10
Place of publication Washington, DC, United States
Publisher American Chemical Society
Language eng
Subject 1606 Physical and Theoretical Chemistry
1604 Inorganic Chemistry
Abstract Transition-metal complexes, ruthenium(II) and iridium(III) complexes in particular, with fascinating triplet emissions are rapidly emerging as important phosphorescent dyes for application in the sensing and imaging of biological makers in live cells and organisms. In this contribution, two red-emitting transition-metal complexes, [Ru(bpy)(DA-phen)](PF) and [Ir(ppy)(DA-phen)](PF) (bpy = 2,2′-bipyridine, DA-phen = 4,5-diamino-1,10-phenanthroline, and ppy = 2-phenylpyridine), were designed and synthesized as phosphorescent probes for the highly sensitive and selective detection of methylglyoxal (MGO), an essential biomarker in the etiopathogenesis of several diseases. Both probes showed weak emissions in aqueous media because of the existence of an effective photoinduced-electron-transfer process, while their emissions could be remarkably enhanced upon the addition of MGO. The photophysical and electrochemical properties, as well as phosphorescent responses of the probes toward MGO, were examined. The ground- and excited-state properties of the probes and their reaction products with MGO, [Ru(bpy)(MP-phen)](PF) and [Ir(ppy)(MP-phen)](PF) (MP-phen = 2-methylpyrazino-1,10-phenanthroline), the sensing mechanism, and several important experimental facts were investigated and validated using density functional theory (DFT)/time-dependent DFT computations. The results indicated that the phosphorescence switch-ON is due to the elimination of electron transfer and followed the reestablishment of emissive triplet excited states. To evaluate the feasibility of [Ru(bpy)(DA-phen)](PF) and [Ir(ppy)(DA-phen)](PF) as bioprobes, their cytotoxicity was examined, and their applicability for visualizing intracellular and in vivo MGO was demonstrated.
Formatted abstract
Transition-metal complexes, ruthenium(II) and iridium(III) complexes in particular, with fascinating triplet emissions are rapidly emerging as important phosphorescent dyes for application in the sensing and imaging of biological makers in live cells and organisms. In this contribution, two red-emitting transition-metal complexes, [Ru(bpy)2(DA-phen)](PF6)  and [Ir(ppy)2(DA-phen)](PF6) (bpy = 2,2′-bipyridine, DA-phen = 4,5-diamino-1,10-phenanthroline, and ppy = 2-phenylpyridine), were designed and synthesized as phosphorescent probes for the highly sensitive and selective detection of methylglyoxal (MGO), an essential biomarker in the etiopathogenesis of several diseases. Both probes showed weak emissions in aqueous media because of the existence of an effective photoinduced-electron-transfer process, while their emissions could be remarkably enhanced upon the addition of MGO. The photophysical and electrochemical properties, as well as phosphorescent responses of the probes toward MGO, were examined. The ground- and excited-state properties of the probes and their reaction products with MGO, [Ru(bpy)2(MP-phen)](PF6)2 and [Ir(ppy)2(MP-phen)](PF6) (MP-phen = 2-methylpyrazino-1,10-phenanthroline), the sensing mechanism, and several important experimental facts were investigated and validated using density functional theory (DFT)/time-dependent DFT computations. The results indicated that the phosphorescence switch-ON is due to the elimination of electron transfer and followed the reestablishment of emissive triplet excited states. To evaluate the feasibility of [Ru(bpy)2(DA-phen)](PF6)2 and [Ir(ppy)2(DA-phen)](PF6) as bioprobes, their cytotoxicity was examined, and their applicability for visualizing intracellular and in vivo MGO was demonstrated.
Q-Index Code C1
Q-Index Status Provisional Code
Grant ID 21275025
21475015
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
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