当前位置: X-MOL 学术Tetrahedron › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Improved preparative enzymatic glycosylation of vancomycin aglycon and analogues
Tetrahedron ( IF 2.1 ) Pub Date : 2022-12-12 , DOI: 10.1016/j.tet.2022.133211
Maxwell J Moore 1 , Pengjin Qin 1 , D Jamin Keith 1 , Dale L Boger 1
Affiliation  

Modifications to the enzymatic glycosylation of vancomycin and its residue 4 thioamide analogue are detailed that significantly reduce the enzyme loading and amount of glycosyl donor needed for each glycosylation reaction, provide a streamlined synthesis and replacement for the synthetic UDP-vancosamine glycosyl donor to improve both access and storage stability, and permit a single-pot, two-step conversion of the aglycons to the fully glycosylated synthetic glycopeptides now conducted at higher concentrations. The improvements are exemplified with the two-step, one-pot glycosylation of [Ψ[C(=S)NH]Tpg4]vancomycin aglycon (92%) conducted on a 400 mg scale (2 mg–1 g scales) and vancomycin aglycon itself (5 mg scale, 84%).



中文翻译:


改进万古霉素苷元和类似物的制备型酶促糖基化



详细描述了对万古霉素及其残基 4 硫代酰胺类似物的酶促糖基化的修饰,显着降低了每个糖基化反应所需的酶负载和糖基供体的量,提供了合成 UDP-万古胺糖基供体的简化合成和替代,以改善两种途径和储存稳定性,并允许将苷元单罐、两步转化为现在在更高浓度下进行的完全糖基化的合成糖肽。这些改进通过在 400 mg 规模(2 mg–1 g 规模)和万古霉素上进行的 [Ψ[C(=S)NH]Tpg 4 ]万古霉素苷元 (92%) 的两步一锅糖基化来例证苷元本身(5 毫克规模,84%)。

更新日期:2022-12-12
down
wechat
bug