Near-infrared fluorescent divalent RGD ligand for integrin αvβ₃-targeted optical imaging

Bioorg Med Chem Lett. 2012 Sep 1;22(17):5405-9. doi: 10.1016/j.bmcl.2012.07.044. Epub 2012 Jul 20.

Abstract

A new near-infrared fluorescent compound containing two cyclic RGD motifs, cypate-[c(RGDfK)](2) (1), was synthesized based on a carbocyanine fluorophore bearing two carboxylic acid groups (cypate) for integrin α(v)β(3)-targeting. Compared with its monovalent counterpart cypate-c(RGDfK) (2), 1 exhibited remarkable improvements in integrin α(v)β(3) binding affinity and tumor uptake in nude mice of A549. The results suggest that cypate-linked divalent ligands can serve as an important molecular platform for exploring receptor-targeted optical imaging and treatment of various diseases.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Carbocyanines / chemistry
  • Carbocyanines / metabolism
  • Cell Line, Tumor
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism
  • Humans
  • Integrin alphaVbeta3 / analysis*
  • Integrin alphaVbeta3 / metabolism
  • Mice
  • Mice, Nude
  • Neoplasms / diagnosis*
  • Neoplasms / metabolism
  • Oligopeptides / chemistry*
  • Oligopeptides / metabolism
  • Optical Imaging / methods*

Substances

  • Carbocyanines
  • Fluorescent Dyes
  • Integrin alphaVbeta3
  • Oligopeptides
  • arginyl-glycyl-aspartic acid