Fluorophore Nanogold Particle-Based Optical Breast Cancer Locator

Abstract

We report synthetic routes for modifying the fluorophore cypate, an indocyanine green (FDA approved) derivative, with custom thiol-terminated peptide and poly(ethylene glycol) (PEG) substrates. We selected the amino acid sequence of the peptide to serve as a recognition element for the enzyme urokinase plasminogen activator (uPA), a serine protease synthesized within cancer cells. In collaboration with Dr. Kang (partnering award W81XWH-08-1-0460), the peptide and PEG conjugates are attached via the thiol functionality to nanogold particles for evaluation of their fluorescence properties. We also describe the synthesis of a novel cypate derivative that possesses two pendant aldehyde groups. This derivative will be useful for performing straightforward coupling reactions with aminooxy substrates via oximation (oxime ether formation). In this way, we aim to conduct the loading of cypate onto nanogold particles fitted with aminooxy-functionalized peptide or PEG fragments by simple mixing in water.

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Document Details

Document Type
Technical Report
Publication Date
Jul 01, 2009
Accession Number
ADA509389

Entities

People

  • Michael H Nantz

Organizations

  • University of Louisville

Tags

DTIC Thesaurus Topics

  • Aldehydes
  • Alkenes
  • Amino Acids
  • Carboxylic Acids
  • Chemical Synthesis
  • Chemistry
  • Column Chromatography
  • Couplings
  • Department Of Defense
  • Ethylene Glycol
  • Fluorescence
  • Fluorophores
  • Organic Chemistry
  • Particles
  • Peptides
  • Recognition
  • Teamwork

Fields of Study

  • Biology
  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Nanocomposite Materials Science
  • Organic Chemistry