Access to bifunctionalized biomolecular platforms using oxime ligation

•An oxime ligation strategy has been used to prepare bifunctionalized conjugates.•Combinations of carbohydrates and peptides have been attached to cyclopeptides.•This efficient and reproducible methodology leads to well-defined glycoconjugates.

This paper describes an efficient oxime ligation strategy to prepare multivalent conjugates wherein peptides alone or in combination with carbohydrate or oxime groups were coupled to a cyclopeptide scaffold. To demonstrate the versatility of this approach, two classes of conjugates have been prepared. In one class, we attached two or four peptide sequences to the cyclopeptide core together with free oxime groups, while the second class contains an additional substitution with four or two monosaccharides. The well-defined structure of these conjugates was confirmed by high-resolution mass spectrometry.

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