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Rapid synthesis of N-glycan oxazolines from locust bean gum via the Lafont rearrangement
- Paramasivam, Sivasinthujah, Fairbanks, Antony J.
- Carbohydrate research 2019 v.477 pp. 11-19
- azides, enzymes, locust bean gum
- 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.