Synthesis aided structural determination of amyloid-β(1-15) glycopeptides, new biomarkers for Alzheimer's disease.

Abstract

Unique tyrosine glycosylated amyloid-β(1-15) glycopeptides were synthesized with well-defined stereochemistry at the glycosidic linkages. Aided by these glycopeptides and tandem mass spectrometry analysis, the naturally existing amyloid-β glycopeptides, isolated from Alzheimer's disease patients, were determined to contain an α-linked N-acetyl galactosamine at the modified tyrosine 10 residue. Glycosylation can significantly impact the properties of amyloid-β as the glycopeptide has much lower affinity for Cu(+) ions.

• Authors: Peng Wang, Jonas Nilsson, Gunnar Brinkmalm, Göran Larson, Xuefei Huang
• Journal: Chemical communications (Cambridge, England) (Chem Commun (Camb)) Vol. 50 Issue 95 Pg. 15067-70 (Dec 11 2014) ISSN: 1364-548X [Electronic] England
• PMID: 25329175 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, Non-P.H.S.)

Chemical References

• Amyloid beta-Peptides
• Biomarkers
• Peptide Fragments
• amyloid beta-protein (1-15)

Topics

• Alzheimer Disease
• Amyloid beta-Peptides (chemical synthesis, chemistry)
• Biomarkers (chemistry)
• Humans
• Molecular Structure
• Peptide Fragments (chemical synthesis, chemistry)
• Tandem Mass Spectrometry