期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 12, 期 13, 页码 1545-1556出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201700359
关键词
imaging agents; iridium; luminescent probes; phenylboronic acid; sialic acids
资金
- Hong Kong Research Grants Council [T42-103/16-N, CityU 11302116]
- Hong Kong Research Grants Council, National Natural Science Foundation of China [N_CityU113/15]
- Croucher Foundation
- City University of Hong Kong
Sialic acids play important roles in mammalian development, cell-cell attachment, and signaling. As cancer cells utilize their overexpressed sialylated antigens to propagate metastases, the development of probes for sialic acids is of high importance. Herein, we report three luminescent cyclometalated iridium(III) bipyridine complexes bearing a phenylboronic acid (PBA) moiety. Spectrophotometric titrations revealed that the PBA complexes displayed higher binding affinity for the most common sialic acid N-acetylneuraminic acid (Neu5Ac) compared with simple sugars that are commonly found on glycoproteins. Notably, cellular imaging and uptake experiments showed that the PBA complexes were able to recognize cellular sialic acid residues, resulting in more efficient uptake than the boronic acid-free analogs. Additionally, one of the PBA complexes was shown to discriminate between cancerous and noncancerous cells.
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