Department of Chemistry, Michigan State University, 578 S. Shaw Lane, East Lansing, Michigan 48824, USA.
Chem Commun (Camb). 2014 Dec 11;50(95):15067-70. doi: 10.1039/c4cc05085a.
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.
具有明确立体化学的独特酪氨酸糖基化淀粉样蛋白-β(1-15)糖肽被合成。在这些糖肽和串联质谱分析的辅助下,从阿尔茨海默病患者中分离出的天然存在的淀粉样蛋白-β糖肽被确定含有在修饰的酪氨酸 10 残基上的 α 连接的 N-乙酰半乳糖胺。糖基化可以显著影响淀粉样蛋白-β的性质,因为糖肽与 Cu(+)离子的亲和力低得多。