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氧化断裂糖苷键的合成模拟裂解多糖单加氧酶。

Oxidative Cleavage of Glycosidic Bonds by Synthetic Mimics of Lytic Polysaccharide Monooxygenases.

机构信息

Department of Chemistry, Iowa State University, Ames, Iowa 50011-3111, United States.

出版信息

Org Lett. 2022 May 13;24(18):3426-3430. doi: 10.1021/acs.orglett.2c01312. Epub 2022 May 3.

Abstract

Lytic polysaccharide monooxygenases (LPMOs) cleave polysaccharides through copper-bound oxyl radicals. We report a synthetic mimic of LPMO that uses micelle-stabilized hydrogen bonds to bind a glycan and two molecularly imprinted hydrophobic pockets to accommodate the alkyl tail of the glycoside and a copper cofactor, respectively. Cleavage of alkyl glycosides and oligosaccharides with hydrogen peroxide occurs at room temperature in aqueous solution, with selectivities for both the glycan and the alkyl aglycon.

摘要

溶细胞多糖单加氧酶(LPMO)通过铜结合的氧自由基切割多糖。我们报告了一种 LPMO 的合成模拟物,它使用胶束稳定的氢键来结合聚糖,并使用两个分子印迹的疏水性口袋分别容纳糖苷的烷基尾和铜辅因子。烷基糖苷和寡糖在水溶液中于室温下用过氧化氢发生裂解,对聚糖和烷基糖苷均具有选择性。

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