Inhibitor discovery targeting the intermediate structure of beta-amyloid peptide on the conformational transition pathway: implications in the aggregation mechanism of beta-amyloid peptide

Biochemistry. 2006 Sep 12;45(36):10963-72. doi: 10.1021/bi060955f.

Abstract

Abeta peptides cleaved from the amyloid precursor protein are the main components of senile plaques in Alzheimer's disease. Abeta peptides adopt a conformation mixture of random coil, beta-sheet, and alpha-helix in solution, which makes it difficult to design inhibitors based on the 3D structures of Abeta peptides. By targeting the C-terminal beta-sheet region of an Abeta intermediate structure extracted from molecular dynamics simulations of Abeta conformational transition, a new inhibitor that abolishes Abeta fibrillation was discovered using virtual screening in conjunction with thioflavin T fluorescence assay and atomic force microscopy determination. Circular dichroism spectroscopy demonstrated that the binding of the inhibitor increased the beta-sheet content of Abeta peptides either by stabilizing the C-terminal beta-sheet conformation or by inducing the intermolecular beta-sheet formation. It was proposed that the inhibitor prevented fibrillation by blocking interstrand hydrogen bond formation of the pleated beta-sheet structure commonly found in amyloid fibrils. The study not only provided a strategy for inhibitor design based on the flexible structures of amyloid peptides but also revealed some clues to understanding the molecular events involved in Abeta aggregation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amyloid / drug effects
  • Amyloid / metabolism
  • Amyloid / ultrastructure
  • Amyloid beta-Peptides / antagonists & inhibitors*
  • Amyloid beta-Peptides / chemistry*
  • Amyloid beta-Peptides / metabolism
  • Benzhydryl Compounds / pharmacology*
  • Benzothiazoles
  • Binding Sites
  • Biochemistry / methods
  • Circular Dichroism
  • Drug Evaluation, Preclinical / methods*
  • Fluorescence
  • Microscopy, Atomic Force
  • Models, Molecular
  • Morpholines / pharmacology*
  • Protein Conformation
  • Thiazoles / chemistry

Substances

  • Amyloid
  • Amyloid beta-Peptides
  • Benzhydryl Compounds
  • Benzothiazoles
  • DC-AB1
  • Morpholines
  • Thiazoles
  • thioflavin T