Journal
CARBOHYDRATE RESEARCH
Volume 345, Issue 12, Pages 1702-1707Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2010.05.020
Keywords
Oligosaccharide; Decomposition reaction; Peeling reaction; Glycosyl donor
Funding
- Japan Society for the Promotion of science [17GS0420, 18550155]
- RIKEN, Saitama
- Otsuka Chemical Co.
- Grants-in-Aid for Scientific Research [18550155] Funding Source: KAKEN
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Basic treatment of a biantennary complex-type sialyloligosaccharide, as well as its asialo form, was found to lead to the specific cleavage of 2-acetamido-2-deoxy-D-glucose (GIcNAc) from the reducing end. The resultant oligosaccharides were identical to those prepared by treatment with endo-beta-glycosidase-M, which cleaves the glycosidic bond between two GIcNAc residues at the reducing end of N-linked oligosaccharides. In addition, mechanistic studies suggested that an elimination reaction in the reducing-end terminal GIcNAc residue causes this specific cleavage reaction. (C) 2010 Elsevier Ltd. All rights reserved.
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