Glycomics for drug discovery: metabolic perturbation in androgen-independent prostate cancer cells induced by unnatural hexosamine mimics

Angew Chem Int Ed Engl. 2012 Apr 2;51(14):3386-90. doi: 10.1002/anie.201108742. Epub 2012 Feb 17.

Abstract

Inhibited: N-acetylglucosamine (GlcNAc) derivatives with a fluorine atom at the C4 position (2-4) were synthesized, and their ability to inhibit cancer-cell growth was investigated. The administration of these 4F-GlcNAc derivatives to cells led to the unnatural sugar nucleotide 1. Furthermore, N-glycan profiles of cells were determined by using a glycoblotting-based enrichment analysis, which is suitable for high-throughput screenings for drug discovery.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylglucosamine / chemical synthesis
  • Acetylglucosamine / chemistry*
  • Acetylglucosamine / toxicity
  • Androgens / metabolism
  • Apoptosis / drug effects
  • Carbohydrate Sequence
  • Cell Line, Tumor
  • Drug Evaluation, Preclinical
  • Fluorine / chemistry
  • Glycomics
  • Glycosylation
  • Humans
  • Male
  • Molecular Sequence Data
  • Prostatic Neoplasms / metabolism
  • Prostatic Neoplasms / pathology

Substances

  • Androgens
  • Fluorine
  • Acetylglucosamine