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Near-Infrared Fluorescent Rosol Dye Tailored toward Lymphatic Mapping Applications.

Kenneth S Hettie1, Jessica L Klockow1, Timothy E Glass2

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Analytical Chemistry
|January 24, 2019
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A novel near-infrared (NIR) fluorescent dye, THQ-Rosol, was developed for enhanced lymphatic mapping in cancer surgery. This dye improves visualization of tumor-draining lymph nodes, aiding in disease detection and patient survival.

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Area of Science:

  • Medical Imaging
  • Organic Chemistry
  • Oncology

Background:

  • Lymphatic mapping is crucial for cancer staging and treatment planning.
  • Existing fluorescent dyes have suboptimal properties for effective lymphatic mapping.
  • Real-time visualization of metastatic lymph nodes is needed to prevent recurrence.

Purpose of the Study:

  • To develop a novel near-infrared (NIR) fluorescent contrast agent for improved lymphatic mapping.
  • To overcome limitations of current molecular fluorescent dyes used in cancer surgery.
  • To create THQ-Rosol, a dye tailored for image-guided navigation and lymph node visualization.

Main Methods:

  • Utilized density functional theory (DFT) calculations to design and synthesize novel rosol dyes.
  • Developed an uncharged xanthene core-based scaffold with an elevated pKa.
  • Evaluated THQ-Rosol's fluorescence emission, photostability, and pKa in vitro and in vivo.

Main Results:

  • THQ-Rosol exhibits 710 nm NIR fluorescence, a 160 nm Stokes shift, and robust photostability.
  • The dye has an elevated pKa (5.85), ensuring pH-insensitivity and optimal contrast.
  • In vitro and in vivo studies demonstrated THQ-Rosol's efficacy in lymphatic mapping and lymph node visualization.

Conclusions:

  • THQ-Rosol is the first NIR fluorescent rosol dye specifically designed for lymphatic mapping.
  • The study demonstrates a rational design approach for developing targeted molecular imaging agents.
  • THQ-Rosol effectively visualizes tumor drainage and lymph nodes, potentially improving cancer surgical outcomes.