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Accessing Structurally Diverse Near-Infrared Cyanine Dyes for Folate Receptor-Targeted Cancer Cell Staining.

Sandra G König1, Roland Krämer1

  • 1Institute of Inorganic Chemistry, Heidelberg University, Im Neuenheimer Feld 274, 69120, Heidelberg, Germany.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|March 25, 2017
PubMed
Summary

Researchers developed novel near-infrared cyanine dyes for folate receptor (FR) targeted cancer imaging. These dyes show high brightness and photostability, enabling selective imaging of FR-positive cancer cells.

Keywords:
cancer cell imagingcyaninesfluorescent probesfolate receptor targetingnear-infrared

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Area of Science:

  • * Chemical biology
  • * Molecular imaging
  • * Cancer diagnostics

Background:

  • * Folate receptor (FR) is overexpressed on many cancer cells, making it a key target for cancer imaging agents.
  • * Near-infrared (NIR) cyanine dye conjugates targeting FR are valuable for fluorescence-guided surgery and molecular imaging.
  • * Limited evaluation of FR-targeted conjugates necessitates structure-performance analysis for optimization.

Purpose of the Study:

  • * To develop convenient synthetic routes for structurally diverse NIR-emissive cyanine dyes for folic acid conjugation.
  • * To investigate the structure-performance relationships of these novel cyanine dyes.
  • * To create effective FR-targeted imaging agents for cancer detection.

Main Methods:

  • * Synthesis of structurally diverse NIR-emissive cyanine dyes using Suzuki and Sonogashira cross-coupling reactions.
  • * Modification of cyanine precursors to alter photophysical properties.
  • * Conjugation of selected cyanine dyes with folic acid.
  • * Evaluation of FR-positive cancer cell targeting and imaging capabilities.

Main Results:

  • * Successful synthesis of structurally varied NIR cyanine dyes with tunable photophysical properties.
  • * Conjugates demonstrated high fluorescence brightness and photostability.
  • * Several conjugates exhibited high affinity for FR-positive cancer cells.
  • * Selective imaging of FR-positive cancer cells with low background was achieved.

Conclusions:

  • * Novel NIR cyanine dyes offer a promising platform for FR-targeted cancer imaging.
  • * Structural modifications significantly influence dye performance, enabling tailored agent development.
  • * These conjugates facilitate precise and selective visualization of FR-positive tumors.