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Book of Abstracts - Ruhr-Universität Bochum

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OP-38<br />

ISBOMC `10 5.7 – 9.7. 2010 <strong>Ruhr</strong>-<strong>Universität</strong> <strong>Bochum</strong><br />

Design <strong>of</strong> Cyclometalated Iridium(III) Polypyridine Complexes as Luminescent<br />

Biological Labels and Probes<br />

Kenneth Kam-Wing Lo<br />

Department <strong>of</strong> Biology and Chemistry, City University <strong>of</strong> Hong Kong, Tat Chee Avenue, Kowloon,<br />

Hong Kong, P. R. China. E-mail: bhkenlo@cityu.edu.hk<br />

Many cyclometalated iridium(III) polypyridine complexes exhibit intense and long-lived emission that<br />

is very sensitive to the molecular structures and local environments <strong>of</strong> the complexes. These<br />

interesting properties allow the complexes to serve as useful probes for various biological molecules<br />

including oligonucleotides, peptides, and proteins. We have attached amine- and sulfhydryl-specific<br />

reactive functional groups such as isothiocyanate, aldehyde, and iodoacetamide to cyclometalated<br />

iridium(III) polypyridine complexes <strong>of</strong> the type [Ir(N^C)2(N^N)] + to yield new luminescent labels for<br />

biomolecules. Additionally, we have designed related iridium(III) polypyridine complexes appended<br />

with various biological substrates including indole, �-estradiol, biotin, and lipids, and utilized the<br />

complexes as luminescent probes for indole-binding proteins, estrogen receptors, avidin, and lipidbinding<br />

proteins, respectively. Some <strong>of</strong> these complexes show interesting dual-emissive properties<br />

that enable the biological binding event to be reflected by a change <strong>of</strong> emission pr<strong>of</strong>iles <strong>of</strong> the probes.<br />

Furthermore, we have recently developed DNA-metallointercalators, dendrimers, and PEGylation<br />

reagents derived from luminescent iridium(III) polypyridine complexes. We have focused on the<br />

molecular design, photophysical properties, biomolecule-binding behavior, cytotoxicity, and cellularuptake<br />

characteristics <strong>of</strong> these luminescent probes.<br />

R 1<br />

R 1<br />

References<br />

C<br />

C<br />

N<br />

Ir<br />

N<br />

N<br />

N<br />

R2<br />

+<br />

Emission Intensity (A. U.)<br />

500 550 600 650 700 750<br />

Wavelength / nm<br />

1. K. K.-W. Lo, K. Y. Zhang, C.-K. Chung, K. Y. Kwok, Chem. Eur. J. 2007, 13, 7110 – 7130.<br />

2. K. K.-W. Lo, P.-K. Lee, J. S.-Y. Lau, Organometallics 2008, 27, 2998 – 3006.<br />

3. K. K.-W. Lo, K. Y. Zhang, S.-K. Leung, M.-C. Tang, Angew. Chem. Int. Ed. 2008, 47, 2213 –<br />

2216.<br />

4. J. S.-Y. Lau, P.-K. Lee, K. H.-K. Tsang, C. H.-C. Ng, Y.-W. Lam, S.-H. Cheng, K. K.-W. Lo,<br />

Inorg. Chem. 2009, 48, 708 – 719.<br />

5. K. Y. Zhang, S. P.-Y. Li, N. Zhu, I. W.-S. Or, M. S.-H. Cheung, Y.-W. Lam, K. K.-W. Lo, Inorg.<br />

Chem. 2010, 49, 2530 – 2540.<br />

54<br />

+ ER�

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