Singh Gurpreet, Lim Sanghyun, Wakpal Joseph, Khaledi Hamid, Gelb Michael H
Dept. of Chemistry, University of Washington, Seattle, WA 98195, USA.
Dept. of Biochemistry, University of Washington, Seattle, WA 98195, USA; Enfanos, LLC, 4000 Mason Road, #300, Seattle, WA 98195, USA.
Carbohydr Res. 2025 Sep;555:109585. doi: 10.1016/j.carres.2025.109585. Epub 2025 Jun 20.
Mucopolysaccharidosis type II (MPS-II) is caused by deficiency of iduronate-2-sulfatase (IDS). Newborn screening and diagnosis of MPS-II is warranted because it allows for earlier treatment leading to a better clinical outcome. Newborn screening of MPS-II is based on measurement of IDS enzymatic activity in dried blood spots using synthetic substrates. Here we describe a new synthetic route for preparation of iduronate-2-sulfate glycosides that allows for completely selective sulfation at the 2-position of the iduronate residue and avoids possible contamination by glucuronate-2-sulfate glycosides, thus avoiding any background interference from glucuronate-2-sulfatase that is also present in dried blood spots. The synthesis also allows for preparation of isotopically labeled IDS product, which is used as an internal standard in tandem mass spectrometry assays of IDS enzymatic activity.
II型粘多糖贮积症(MPS-II)由艾杜糖醛酸-2-硫酸酯酶(IDS)缺乏引起。对MPS-II进行新生儿筛查和诊断是有必要的,因为这能实现更早治疗,从而带来更好的临床结果。MPS-II的新生儿筛查基于使用合成底物测定干血斑中的IDS酶活性。在此,我们描述了一种制备艾杜糖醛酸-2-硫酸酯糖苷的新合成路线,该路线能在艾杜糖醛酸残基的2位实现完全选择性硫酸化,并避免被葡萄糖醛酸-2-硫酸酯糖苷污染,从而避免干血斑中同时存在的葡萄糖醛酸-2-硫酸酯酶产生任何背景干扰。该合成方法还能制备同位素标记的IDS产物,其用作IDS酶活性串联质谱分析中的内标。