title: Solid-phase synthesis of the B-chain of human alpha 2HS glycoprotein.
abstract: The B-chain of human alpha 2HS glycoprotein 1, a heptacosapeptide carrying a trisaccharide (sialyl T) side chain, was synthesized. Prior to the Fmoc-based solid-phase synthesis of the glycopeptide, the benzyl-protected glycosyl serine building block 6 was prepared via beta-stereoselective glycosylation of the 2-azido-2-deoxygalactosyl serine 11 with the sialyl galactosyl trichloroacetimidate 9. An automated peptide synthesizer was efficiently used for the elongation of the entire peptide chain except for the coupling with 6. The synthesized glycopeptide was cleaved from the resin by the TFA method. The resultant mixture of the benzylated glycopeptides was treated with TMSOTf-thioanisole in TFA and then with aq NaHCO3 and 1,4-dithiothreitol to give 1.
authors.affiliation: Department of Industrial Chemistry, Tokai University, Kanagawa, Japan. yonak@postman.riken.go.jp
authors.forename: Y
authors.initials: Y
authors.lastname: Nakahara
authors.forename: Y
authors.initials: Y
authors.lastname: Nakahara
authors.forename: Y
authors.initials: Y
authors.lastname: Ito
authors.forename: T
authors.initials: T
authors.lastname: Ogawa
mesh_terms: D000595:Amino Acid Sequence; D001798:Blood Proteins / Q000737:chemistry*; D002240:Carbohydrate Sequence; D006801:Humans; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000138:chemical synthesis*; D060749:alpha-2-HS-Glycoprotein
chemical_list: C556354:AHSG protein, human; D001798:Blood Proteins; D010446:Peptide Fragments; D060749:alpha-2-HS-Glycoprotein