期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 34, 页码 18777-18782出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202106056
关键词
galectins; molecular recognition; NMR; polylactosamine; selective C-13-labels
资金
- European Research Council (ERC-2017-AdG) [788143-RECGLYCANMR]
- Agencia Estatal de Investigacion (Spain) [RTI2018-094751-B-C21]
- Severo Ochoa Excellence Accreditation [SEV-2016-0644]
The method utilizes C-13 labeling of specific monosaccharide units to disrupt NMR chemical shift degeneracy, allowing for precise identification of the unique binding epitope within sugar oligomers when binding to protein receptors.
A combined chemo-enzymatic synthesis/NMR-based methodology is presented to identify, in unambiguous manner, the distinctive binding epitope within repeating sugar oligomers when binding to protein receptors. The concept is based on the incorporation of C-13-labels at specific monosaccharide units, selected within a repeating glycan oligomeric structure. No new chemical tags are added, and thus the chemical entity remains the same, while the presence of the C-13-labeled monosaccharide breaks the NMR chemical shift degeneracy that occurs in the non-labeled compound and allows the unique identification of the different components of the oligomer. The approach is demonstrated by a proof-of-concept study dealing with the interaction of a polylactosamine hexasaccharide with five different galectins that display distinct preferences for these entities.
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