Synthesis of Lewis Y Analogues and Their Protein Conjugates for Structure-Immunogenicity Relationship Studies of Lewis Y Antigen.

ABSTRACT: Analogues of cancer-associated Lewis Y (Le^y) antigen with varying structures at the reducing end were synthesized by a highly efficient strategy involving one-pot preactivation-based iterative glycosylation to obtain the key tetra-/pentasaccharide intermediates, which was followed by stereoselective fucosylation. After global deprotection, these oligosaccharides were coupled with carrier protein keyhole limpet hemocyanin. The resultant glycan-protein conjugates were subjected to immunological studies in mice. It was disclosed that the conjugate of the pentasaccharide analogue of Lewis Y antigen was more immunogenic than that of the hexasaccharide analogue, but the antisera of both conjugates could indiscriminately recognize each carbohydrate hapten. These results suggested that

SUBMITTER: Li Q 

PROVIDER: S-EPMC7203683 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature