通过 Lafont 重排从槐豆胶快速合成 N-糖基恶唑啉。
Rapid synthesis of N-glycan oxazolines from locust bean gum via the Lafont rearrangement.
机构信息
Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, 8140, New Zealand.
Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, 8140, New Zealand; Biomolecular Interaction Centre, University of Canterbury, Private Bag 4800, Christchurch, 8140, New Zealand.
出版信息
Carbohydr Res. 2019 May 15;477:11-19. doi: 10.1016/j.carres.2019.03.010. Epub 2019 Mar 23.
Enzymatic degradation of locust bean gum provides a Manβ(1 → 4)Man disaccharide, which may be converted into the core Manβ(1 → 4)GlcNAc disaccharide unit of all N-glycans via conversion to a 2-iodo-glycosyl azide, and Lafont rearrangement. The Manβ(1 → 4)GlcNAc disaccharide may be used as a key intermediate for elaboration into more complex N-glycan structures providing a route to N-glycan oxazolines as donor substrates for ENGase enzymes that is considerably shorter than those reported previously.
槐豆胶的酶解提供了一个 Manβ(1 → 4)Man 二糖，该二糖可以通过转化为 2-碘糖基叠氮化物和 Lafont 重排转化为所有 N-聚糖核心 Manβ(1 → 4)GlcNAc 二糖单元。Manβ(1 → 4)GlcNAc 二糖可作为关键中间体用于更复杂 N-聚糖结构的修饰，提供了一种 N-聚糖恶唑啉作为 ENGase 酶供体底物的途径，比以前报道的途径短得多。
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