A low molecular weight PSMA-based fluorescent imaging agent for cancer

Ying Chen, Surajit Dhara, Sangeeta Ray Banerjee, Youngjoo Byun, Mrudula Pullambhatla, Ronnie C. Mease, Martin G. Pomper

Research output: Contribution to journalArticle

Abstract

We synthesized YC-27 3 to provide a fluorescent imaging agent for the prostate-specific membrane antigen (PSMA), a marker for hormone-independent prostate cancer and tumor neovasculature, with suitable pharmacokinetics for use in vivo. Immediate precursor trifluoroacetate salt of 2-(3-{5-[7-(5-amino-1-carboxy-pentylcarbamoyl)-heptanoylamino]-1-carboxy-pentyl}-ureido)-pentanedioic acid 2 was conjugated with a commercially available near-infrared light-emitting dye (IRDye 800CW) to provide 3 in 72% yield. YC-27 3 demonstrated a PSMA inhibitory activity of 0.37 nM and was capable of generating target-to-nontarget ratios of at least 10 in PSMA-expressing PC3-PIP vs. PSMA-negative PC3-flu tumors in vivo. YC-27 3 may be useful for study of PSMA-expressing tissue in preclinical models or for intraoperative guidance.

Original languageEnglish (US)
Pages (from-to)624-629
Number of pages6
JournalBiochemical and Biophysical Research Communications
Volume390
Issue number3
DOIs
StatePublished - Dec 18 2009

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Keywords

  • Fluorescence
  • Molecular imaging
  • NAALADase
  • Prostate-specific membrane antigen
  • Urea

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Molecular Biology
  • Cell Biology

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