Fluorophore-Nanogoldparticle Based Optical Breast Cancer Locator

Abstract

We report synthetic routes for modifying cypate, an indocyanine green fluorophore, with custom thiol-terminated peptide and poly(ethylene glycol) (PEG) substrates. The peptide amino acid sequence serves as a recognition element for the enzyme urokinase plasminogen activator. In collaboration with Dr. Kang (partnering award W81XWH-08-1-0460), peptide, PEG and related spacer conjugates of cypate were attached to nanogold particles for evaluation of their fluorescence properties. We also describe the synthesis of a cypate bis(aldehyde) analog. We developed a new synthetic route to aminooxy- and thiol-terminated hydrophobichydrophilic diblock spacers for tethering the cypate bis(aldehyde) to nanogold particles via oximation couplings. In conjunction with a novel aminooxy blocking group (used to modulate cypate polarity), the oximation methodology enabled evaluation of diblock spacer length on cypate fluorescence emission. Finally, we report a synthesis of a tamoxifen-aldehyde for convenient attachment to aminooxy spacers as a means for targeting the nanogold particles.

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Document Details

Document Type
Technical Report
Publication Date
Jul 01, 2010
Accession Number
ADA541862

Entities

People

  • Michael H Nantz

Organizations

  • University of Louisville

Tags

Communities of Interest

  • Biomedical
  • C4I

DTIC Thesaurus Topics

  • Alcohols
  • Alkenes
  • Amino Acids
  • Attachment
  • Chemical Synthesis
  • Chemistry
  • Column Chromatography
  • Ethylene Glycol
  • Ethylenes
  • Fluorescence
  • Fluorophores
  • Metallic Nanoparticles
  • Optical Properties
  • Organic Chemistry
  • Particles
  • Recognition
  • Teamwork

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Nanocomposite Materials Science
  • Optical Fiber Sensing and Electromagnetic Propagation.