A Facile Synthesis of the Fucosylated N-Linked Glycan Core and Its Application to Solid-Phase Synthesis of CD52 Glycopeptide

• Autorzy: Shao N. , Guo Z.
• Języki publikacji: EN

Abstrakty

EN

An efficient synthesis of the fucosylated N-linked core hexasaccharide (23) and its asparagine conjugate (26), as well as their applications to the solid-phase synthesis of an extensively protected glycopeptide (1) of CD52 antigen containing the hexasaccharide, is described. The difficult beta-mannosidic and alfa-fucosidic linkages were achieved by the Crich and in situ anomerization protocols respectively, which offered excellent results. An especially acid-sensitive resin, 2-chlorotrityl resin, was used in the solid-phase synthesis, and the target glycopeptide 1 could be released from the resin by 10% HOAc without affecting the acid-labile protecting groups and fucosidic bond.

Słowa kluczowe

EN

carbohydrate; glycosylations; oligosaccharides; solid-phase synthesis

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2005
• Tom: Vol. 79 / nr 2
• Strony: 297--307
• Opis fizyczny: Bibliogr. poz. 35, rys.

Twórcy

autor

Shao N.

• Department of Chemistry, Case Western Reserve University, Clevland, OH 44106, USA

autor

Guo Z.

• Department of Chemistry, Case Western Reserve University, Clevland, OH 44106, USA

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