合成亲脂性 1-去氧半乳糖基氮杂环庚烷衍生物作为 D-半乳糖苷酶抑制剂。

Glycogroup, Institute for Organic Chemistry, University of Technology Graz, Stremayrgasse 16, A-8010 Graz, Austria.

Beilstein J Org Chem. 2010 Mar 1;6:21. doi: 10.3762/bjoc.6.21.

N-Alkylation at the ring nitrogen of the D-galactosidase inhibitor 1-deoxygalactonojirimycin with a functionalised C ₆alkyl chain followed by modification with different aromatic substituents provided lipophilic 1-deoxygalactonojirimycin derivatives which exhibit inhibitory properties against β-glycosidases from E. coli and Agrobacterium sp. as well as green coffee bean α-galactosidase. In preliminary studies, these compounds also showed potential as chemical chaperones for GM1-gangliosidosis related β-galactosidase mutants.

用功能化的 C₆烷基链对 D-半乳糖苷酶抑制剂 1-脱氧半乳糖基氮杂霉素进行环氮 N-烷基化，然后用不同的芳基取代基进行修饰，得到具有疏水性的 1-脱氧半乳糖基氮杂霉素衍生物，它们对大肠杆菌和根瘤农杆菌的β-糖苷酶以及咖啡豆 α-半乳糖苷酶具有抑制作用。在初步研究中，这些化合物也显示出作为 GM1-神经节苷脂贮积症相关β-半乳糖苷酶突变体的化学伴侣的潜力。