Synthesis and evaluation of novel galactose-carbocyanine fluorescent contrast agents with enhanced hydrophilicity and rigid molecular constraint

Zongren Zhang, Sharon Bloch, Samuel Achilefu

Research output: Contribution to journalConference articlepeer-review

1 Scopus citations

Abstract

A new carbocyanine optical molecular probe with enhanced water solubility and constrained structural conformations was designed and synthesized. The near infrared (NIR) fluorescent probe contains a nonionic D-galactopyranose, which could improve water solubility of the probe and enhance uptake in tumors mediated by glucose transporter. The possibility of multiple attachment points provides the potential to conjugate diverse bioactive molecules to the probe. We developed an efficient synthetic method that is optimized for large-scale synthesis. Preliminary in vivo biodistribution studies show that the probe is rapidly cleared from blood and localize in the liver as early as 5 minutes post-injection of the probe in nude mice. Additional studies to evaluate the tumor uptake of the probe and its bioactive peptide conjugates are in progress.

Original languageEnglish
Pages (from-to)262-268
Number of pages7
JournalProceedings of SPIE - The International Society for Optical Engineering
Volume5329
DOIs
StatePublished - Nov 16 2004
EventGenetically Engineered and Optical Probes for Biomedical Applications II - San Jose, CA, United States
Duration: Jan 24 2004Jan 27 2004

Keywords

  • Aggregate
  • Fluorescent dye
  • Galactose
  • Glucose
  • Hydrophilic carbocyanine
  • Molecular probe
  • Near infrared contrast agent
  • Synthesis
  • Tumor

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