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

Yunpeng Ye, Baogang Xu, Sharon Bloch, Samuel Achilefu

Research output: Chapter in Book/Report/Conference proceedingConference contribution

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.

Original languageEnglish
Title of host publicationProgress in Biomedical Optics and Imaging - Proceedings of SPIE
DOIs
StatePublished - May 8 2006
EventOptical Molecular Probes for Biomedical Applications - San Jose, CA, United States
Duration: Jan 22 2006Jan 24 2006

Publication series

NameProgress in Biomedical Optics and Imaging - Proceedings of SPIE
Volume6097
ISSN (Print)1605-7422

Conference

ConferenceOptical Molecular Probes for Biomedical Applications
CountryUnited States
CitySan Jose, CA
Period01/22/0601/24/06

Keywords

  • Carbocyanine
  • Cellular internalization
  • Cypate
  • Cytotoxicity
  • Desferrioxamine (DFO)
  • Metal binding
  • NIR fluorescent probe
  • Optical imaging
  • Siderophore

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  • Cite this

    Ye, Y., Xu, B., Bloch, S., & Achilefu, S. (2006). Synthesis, metal coordination, and cellular internalization of a siderophore-bearing NIR fluorescent carbocyanine probe. In Progress in Biomedical Optics and Imaging - Proceedings of SPIE [60970G] (Progress in Biomedical Optics and Imaging - Proceedings of SPIE; Vol. 6097). https://doi.org/10.1117/12.648057