Synthesis, metal coordination, and cellular internalization of a siderophore-bearing NIR fluorescent carbocyanine probe

Yunpeng Ye; Baogang Xu; Sharon Bloch; Samuel Achilefu

doi:10.1117/12.648057

14 February 2006 Synthesis, metal coordination, and cellular internalization of a siderophore-bearing NIR fluorescent carbocyanine probe

Yunpeng Ye, Baogang Xu, Sharon Bloch, Samuel Achilefu

Author Affiliations +

Proceedings Volume 6097, Optical Molecular Probes for Biomedical Applications; 60970G (2006) https://doi.org/10.1117/12.648057
Event: SPIE BiOS, 2006, San Jose, California, United States

Abstract

In order to explore novel NIR fluorescent probes for optical imaging in biomedicines, one desferrioxamine (DFO)-bearing NIR fluorescent probe was designed and synthesized based on a dicarboxylic acid-containing carbocyanine (Cypate). Similar to the free DFO, the resulting conjugate Cypate-DFO showed high binding affinity with Fe(III) and Ga(III) as identified by ES-MS. Nevertheless, the iron binding was found to quench its fluorescent emission significantly, suggesting that the siderophore moiety might perturb the spectroscopic properties of the attached carbocyanine fluorophore through metal binding. As observed by fluorescence microscopy, Cypate-DFO showed significant cellular internalization in A549 cells in vitro. Further studies on novel Cypate-DFO derivatives of this type may reveal some exciting properties and biological activities.

Citation Download Citation

Yunpeng Ye, Baogang Xu, Sharon Bloch, and Samuel Achilefu "Synthesis, metal coordination, and cellular internalization of a siderophore-bearing NIR fluorescent carbocyanine probe", Proc. SPIE 6097, Optical Molecular Probes for Biomedical Applications, 60970G (14 February 2006); https://doi.org/10.1117/12.648057

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