Convergent synthesis of functionalized derivatives of stage-specific embryonic antigens 3 & 4.
Carbohydr Res
; 535: 108990, 2024 Jan.
Article
em En
| MEDLINE
| ID: mdl-38039697
ABSTRACT
Stage-specific embryonic antigens (SSEAs) are carbohydrate markers that have diverse roles in embryonic development. However, the exact roles of SSEAs remain unclear. To obtain mechanistic insights into their roles, we aimed to develop functionalized SSEA glycan analogs via chemical synthesis. Herein, we report a convergent synthetic approach for SSEA-3 and SSEA-4 analogs using readily available versatile building blocks. A key step, namely the stereoselective glycosylation of a common tetrasaccharide acceptor, was successfully achieved using a 4-O-Bn Gal donor for SSEA-3 and a Neu-Gal donor for SSEA-4, which were previously developed by our group. The obtained SSEA-3 and SSEA-4 glycans were further functionalized with biotin and deuterated lipid for applications in biological studies. Thus, the findings of this study will facilitate further research on SSEAs.
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Base de dados:
MEDLINE
Assunto principal:
Carboidratos
/
Antígenos Glicosídicos Associados a Tumores
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article