title: The peptides of alpha-aminosuberic acid I. New intermediates for synthetic studies.
abstract: The paper describes the synthesis of alpha-aminosuberic acid derivatives suitable for the synthesis of peptides. These include Z-, Boc- and Fmoc-protection on the alpha-amino group, benzyl ester, Boc-hydrazide and Z-hydrazide as well as the free carboxylic function in the side chain, and methyl ester, benzyl ester or free alpha-carboxylic group. Their use is demonstrated on the synthesis of the respective derivatives of Asu-Val-Leu. The enzyme catalyzed reaction was successfully used both as a route to L-Asu from the D,L-compound as well as for the direct synthesis of the optically active tripeptide derivative from the Z-D,L-Asu-OH.
authors.affiliation: Max-Planck-Institute for Biochemistry, Martinsried, Federal Republic of Germany.
authors.forename: E
authors.initials: E
authors.lastname: Wünsch
authors.forename: H
authors.initials: H
authors.lastname: Stocker
authors.forename: P
authors.initials: P
authors.lastname: Malon
authors.forename: V
authors.initials: V
authors.lastname: Gut
authors.forename: V
authors.initials: V
authors.lastname: Cerovský
authors.forename: M
authors.initials: M
authors.lastname: Zertová
authors.forename: D D
authors.initials: DD
authors.lastname: Laffan
mesh_terms: D000600:Amino Acids, Dicarboxylic / Q000138:chemical synthesis; D002116:Calcitonin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D010452:Peptide Biosynthesis; D010455:Peptides / Q000138:chemical synthesis; D013696:Temperature
chemical_list: D000600:Amino Acids, Dicarboxylic; D010455:Peptides; C019146:2-aminosuberic acid; D002116:Calcitonin