期刊
CHEMBIOCHEM
卷 14, 期 8, 页码 979-986出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbic.201300065
关键词
fluorescent probes; glycosylation; imaging agents; porphyrin dimers
资金
- National Basic Research Program of China (973 Program) [2006CB705703, 2011CB707703]
- National Natural Science Foundation of China [81071260, 31070890, 31171053]
- Ph.D. Programs Foundation of the Ministry of Education of China [20101106120052, 20070023020, 20100031120045]
- Tianjin Science Technology Research Funds of China [10JCZDJC17000, 10JCYBJC25300]
- Fundamental Research Funds for the Central Universities [65011231]
The application of probes for optical imaging is becoming popular as they have high safety and good biocompatibility. We prepared two kinds of glycosyl-modified diporphyrins, and their potentials as fluorescent probes were tested for the first time. After preparation of the glycosyl-modified porphyrin monomers, Ag-promoted coupling of the monomers was used to obtain glucose-modified porphyrin dimer (GPD) and lactose-modified porphyrin dimer (LPD). The strong interaction between the two porphyrin rings achieves red-shifted emission, and thus circumvents autofluorescence and light-scattering in biological samples. Although the glycosylation improves solubility, it also yielded selective attachment to cell membranes, and to chorions of early developmental-stage zebrafish. Patch-clamp experiments revealed the biocompatibility and low toxicity of GPD and LPD. Moreover, an in vivo imaging experiment provided direct evidence that zebrafish chorion contains sugar-binding proteins. The modification and derivatization make porphyrins potential bioimaging probes for specific optical imaging.
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