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Convergent synthesis of functionalized derivatives of stage-specific embryonic antigens 3 & 4.
Pal, Rita; Yamazaki, Ayano; Komura, Naoko; Tanaka, Hide-Nori; Imamura, Akihiro; Ishida, Hideharu; Ando, Hiromune.
Afiliación
  • Pal R; Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan; Institute for Integrated Cell-Material Sciences, Kyoto University, Kyoto, 606-8501, Japan.
  • Yamazaki A; Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan.
  • Komura N; Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan; Institute for Integrated Cell-Material Sciences, Kyoto University, Kyoto, 606-8501, Japan. Electronic address: komura.naoko.a1@f.gifu-u.ac.jp.
  • Tanaka HN; Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan.
  • Imamura A; Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan; Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan.
  • Ishida H; Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan; Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan.
  • Ando H; Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan; Institute for Integrated Cell-Material Sciences, Kyoto University, Kyoto, 606-8501, Japan. Electronic address: ando.hiromune.i0@f.gifu-u.ac.jp.
Carbohydr Res ; 535: 108990, 2024 Jan.
Article en En | MEDLINE | ID: mdl-38039697
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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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Carbohidratos / Antígenos de Carbohidratos Asociados a Tumores Idioma: En Revista: Carbohydr Res Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Países Bajos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Carbohidratos / Antígenos de Carbohidratos Asociados a Tumores Idioma: En Revista: Carbohydr Res Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Países Bajos