Covalent modification of Alzheimer's amyloid beta-peptide in formic acid solutions

Biochem Biophys Res Commun. 1992 Apr 30;184(2):686-91. doi: 10.1016/0006-291x(92)90644-z.

Abstract

beta-peptide is a normal component of amyloid deposits in Alzheimer's disease. In aqueous solution, beta-peptide is extremely insoluble and rapidly aggregates forming oligomeric beta-sheet structures that eventually precipitate from solution. Presumably, this process is related to the production of amyloid deposits in Alzheimer's disease. Formic acid is commonly used to dissolve the beta-peptides and prevent aggregation in biological and biophysical studies. However, a side-reaction which covalently modifies beta-peptide is encountered with formic acid. In this report, fast atom bombardment mass spectrometry and tandem mass spectrometry demonstrate that both Ser8 and Ser26 become O-formylated in 70% aqueous formic acid solutions. The implications of this O-formylation upon the aggregational properties of beta-peptide are discussed.

MeSH terms

  • Amino Acid Sequence
  • Amyloid beta-Peptides / chemical synthesis
  • Amyloid beta-Peptides / chemistry*
  • Formates
  • Mass Spectrometry
  • Molecular Sequence Data
  • Protein Conformation
  • Solutions
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • Amyloid beta-Peptides
  • Formates
  • Solutions
  • formic acid