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

Journal article
Authors P. Wang
Jonas Nilsson
Gunnar Brinkmalm
Göran Larson
X. F. Huang
Published in Chemical Communications
Volume 50
Issue 95
Pages 15067-15070
ISSN 1359-7345
Publication year 2014
Published at Institute of Biomedicine, Department of Clinical Chemistry and Transfusion Medicine
Institute of Neuroscience and Physiology, Department of Psychiatry and Neurochemistry
Pages 15067-15070
Language en
Links dx.doi.org/10.1039/c4cc05085a
Keywords AMYLOID-BETA PEPTIDE, CEREBROSPINAL-FLUID, BUILDING-BLOCKS, GLYCOSYLATIONS, GLYCOPROTEINS, TYROSINE
Subject categories Neurosciences, Clinical Laboratory Medicine, Analytical Chemistry, Organic Chemistry

Abstract

Unique tyrosine glycosylated amyloid-beta(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-beta glycopeptides, isolated from Alzheimer's disease patients, were determined to contain an alpha-linked N-acetyl galactosamine at the modified tyrosine 10 residue. Glycosylation can significantly impact the properties of amyloid-beta as the glycopeptide has much lower affinity for Cu+ ions.

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