Solid-phase synthesis of an O-linked glycopeptide based on a benzyl-protected glycan approach.
The solid-phase synthesis of asialo-[Ala18]-B-chain (2) of human alpha 2HS glycoprotein is described. Disaccharide-linked serine unit 12, carrying a benzyl protecting group, was synthesized via stereoselective glycosylation of 8 with 6. Peptide synthesis was carried out by the Fmoc method utilizing an automated peptide synthesizer. A modified procedure using a mechanical shaker at the coupling step with 12 made easy the recovery of unreacted 12. The benzylated glycopeptide thus synthesized was cleaved from the resin and hydrogenated to give 2.
Nakahara
Y
Y
Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.
Nakahara
Y
Y
Ogawa
T
T
D000595:Amino Acid Sequence; D001593:Benzyl Compounds / Q000138:chemical synthesis; D001798:Blood Proteins / Q000138:chemical synthesis* / Q000737:chemistry; D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D004187:Disaccharides / Q000138:chemical synthesis; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D060749:alpha-2-HS-Glycoprotein
C556354:AHSG protein, human; D001593:Benzyl Compounds; D001798:Blood Proteins; D004187:Disaccharides; D006020:Glycopeptides; D060749:alpha-2-HS-Glycoprotein