title: Amino acids and peptides. XXV. Application of newly developed beta-1- and beta-2-adamantylaspartates to peptide synthesis by solid phase and conventional solution methods.
abstract: Newly developed beta-1- and beta-2-adamantylaspartates [H-Asp(O-1-Ada)-OH and H-Asp(O-2-Ada)-OH] were applied to the synthesis of a C-terminal octapeptide of the beta-subunit of human chorionic gonadotropin (hCG) by a conventional solution method and a hexacosapeptide of the alpha-subunit of insulin receptor (30-55) by a solid-phase method with the objective of suppressing aspartimide formation during the synthesis of aspartylpeptides. The 1-Ada and 2-Ada groups were confirmed to be useful protecting groups for the beta-carboxyl function of the Asp residue.
authors.forename: S
authors.initials: S
authors.lastname: Iguchi
authors.forename: Y
authors.initials: Y
authors.lastname: Tsuda
authors.forename: Y
authors.initials: Y
authors.lastname: Okada
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives*; D000595:Amino Acid Sequence; D006801:Humans; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis*; D011972:Receptor, Insulin / Q000032:analysis
chemical_list: D007202:Indicators and Reagents; D010455:Peptides; C062132:1-adamantylaspartate; C062133:2-adamantylaspartate; D011972:Receptor, Insulin; D000218:Adamantane