Anwendung des Azid‐Glycopeptidsynthese‐ Verfahrens in der multiplen Festphasensynthese zur Gewinnung von O‐Glycopeptiden des Mucin‐Typs

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Abstract
Application of the Azido Glycopeptide Synthesis Strategy for the Multiple Column Solid Phase Synthesis of Mucin O‐GlycopeptidesFollowing the strategy via azido glycopeptides the 34 O‐glycopeptides 4, 7–23 and 27–42 were synthesized in a multiple column solid phase peptide synthesis. 4, 7–23 and 27–42 are part of the repeating unit of a human intestinal mucin. The amino acids Pro and Thr in the +1 and ‐1 positions relative to the glycosylation site in 4 were exchanged by all usual amino acids. Furthermore the penta‐glycosylated octapeptide 47 was synthesized containing five vicinal 2‐acetamido‐2‐deoxy‐D‐galactosyl residues each α‐linked to Thr. magnified image