Conjugation of the Dark Quencher QSY 7 to Various Synthetic Cannabinoids for Use in Fluorescence-Based Detection Platforms

Abstract

We have been able to synthesize and characterize several synthetic cannabinoid-dark quencher (DQ) conjugates for the use in fluorescence-based cannabinoid detection platforms. The carboxylic acid reactive QSY 7 amine was reacted with the carboxylated metabolites of JWH 018 and JWH 073 via a simple peptide conjugation reaction with the catalyst O-benzotriazole-N,N,N',N'-tetramethyl-uronium-hexafluoro-phosphate to yield 3 new DQ conjugates. Thin layer chromatography and liquid chromatography coupled mass spectrometry show full conversion of the synthetic cannabinoid starting material to product with observed and expected masses of 1,097 g/mol for JWH 018 pentanoic acid QSY 7 amine and 1,081.4 g/mol for JWH 073 butanoic acid-QSY 7 amine. These characterized conjugates are now ready for cannabinoid-receptor-based binding assays.

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Document Details

Document Type
Technical Report
Publication Date
Feb 01, 2015
Accession Number
ADA613664

Entities

People

  • Abby L. West
  • Joseph Dougherty
  • Mark H Griep
  • Nabila Hoque
  • Shashi P. Karna

Organizations

  • United States Army Research Laboratory

Tags

Communities of Interest

  • Energy and Power Technologies
  • Sensors
  • Weapons Technologies

DTIC Thesaurus Topics

  • Carboxylic Acids
  • Chemical Compounds
  • Chemical Synthesis
  • Chemistry
  • Chromatography
  • Detection
  • Drug Abuse
  • Fluorescence
  • Formic Acid
  • Liquid Chromatography
  • Mass Spectrometers
  • Mass Spectrometry
  • Materials
  • Metabolites
  • Platforms
  • Quantum Dots
  • Spectrometry

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Chemistry (specifically Chemical Fluorescence)
  • Nanocomposite Materials Science