Citation: Xiang-Jun MU, Qing-Yue FENG, Mei-Jin LI, Chang-Qing YI, Feng-Fu FU. Synthesis, Characterization and Imaging Analysis of Water-Soluble Iridium(Ⅲ) Complexes with Sugar Groups[J]. Chinese Journal of Inorganic Chemistry, ;2021, 37(12): 2125-2132. doi: 10.11862/CJIC.2021.250 shu

Synthesis, Characterization and Imaging Analysis of Water-Soluble Iridium(Ⅲ) Complexes with Sugar Groups

Xiang-Jun MU ^{1, #} ,
Qing-Yue FENG ^{1, #} ,
Mei-Jin LI ^{1, 2,,} ,
Chang-Qing YI ³ ,
Feng-Fu FU ¹

1.
Key Laboratory of Analytical Science for Food Safety and Biology, Ministry of Education, Fujian Provincial Key Laboratory of Analysis and Detection Technology for Food Safety, College of Chemistry, Fuzhou University, Fuzhou 350116, China
2.
State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China
3.
Guangdong Provincial Key Laboratory of Sensor Technology and Biomedical Instrument, School of Biomedical Engineering, Sun Yat-Sen University, Shenzhen, Guangdong 518107, China

Corresponding author: Mei-Jin LI, mjli@fzu.edu.cn
Received Date: 8 May 2021
Revised Date: 13 October 2021

Figures(5)

A series of cyclometalated iridium(Ⅲ) complexes, [(dfppy)₂Ir(bpy-sugar)]Cl (1), [(tpy-COOH)₂Ir(bpy-sugar)] Cl (2) and[(mpbq)₂Ir(bpy-sugar)]Cl (3) (dfppy=2-(2, 4-difluorophenyl)pyridine, tpy-COOH=4-(2'-pyridyl)benzoic acid, mpbq=2-methyl-3-phenylbenzo[g]quinoxaline, bpy-sugar=4, 4'-bis(1-thio-β-D-glucosemethyl)-2, 2'-bipyridine), were designed and synthesized with cyclometalated C^N ligand and bpy-sugar assistant ligands. Their structures were characterized by NMR, MS, IR spectroscopy and elemental analysis. Their photophysical properties and applications in cell imaging were studied. Through the regulation of auxiliary cyclometalated ligands, the photoluminescence of the complexes can be tuned from yellow to near-infrared light. In aqueous solution, complexes 1 and 2 displayed yellow emissions with the maximum wavelengths at about 546 and 584 nm, respectively. While complex 3 displayed near infrared emission with wavelength at about 780 nm in a mixed solution of H₂O and dimethyl sulfoxide (39:1, V/V). The quantum efficiencies of complexes 1 and 2 were 16.9% and 3.1%, respectively. The quantum yield of complex 1 was significantly higher than that of ruthenium(Ⅱ) tris(2, 2'-bipyridine). The photoluminescence of complex 3 was weak, and the integrating sphere cannot obtain accurate quantum yield. However, its photoluminescence in the near-infrared region was expected to be used as a near-infrared probe for biological analysis. The lifetimes of complexes 1 and 2 were 0.22 and 0.10 μs, respectively. Modifying different groups on the ligand can increase the cell penetration and water solubility of the complexes, and realize the imaging analysis of the complex in the cell. The iridium(Ⅲ) complexes could penetrate the cell membrane and enter the cell, and overlap with the part of the nucleus stained by 4, 6-bialamidine-2-phenylindole (DAPI), indicating that it had entered the nucleus. The photoluminescence of the iridium(Ⅲ) complexes was good in living cells, showing that the iridium(Ⅲ) complexes was still stable in the biological environment.
- iridium(Ⅲ) complex,
- photoluminescence,
- imaging analysis
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