title: [Synthesis of (LysA13)bovine insulin A chain analogs as (Lys(Tfa)A13)A(SO3H)4 and Nalpha-A1-Msc-(LysA13)A(SO3H)4 derivatives using the S-tert-butylmercapto residue for thiol protection (author's transl)].
abstract: The following paper describes the synthesis of the [LysA13]bovine insulin A chain analog as [Lys(Tfa)A13]A(SO3H)4 and NalphaA1-Msc-[LysA13]A(SO3H)4 derivatives using the S-tert-butylmercapto residue for thiol protection. Although the intermediate S-tert-butylmercaptocysteinyl-peptide derivatives showed a good solubility in organic solvents the resulting fully protected A chain derivatives had a poor solubility in organic solvents and therefore were deblocked converted into the tetra(S-sulfonic acid) derivatives and purified via ionexchange chromatography.
mesh_terms: D000818:Animals; D002417:Cattle; D007202:Indicators and Reagents; D007328:Insulin / Q000138:chemical synthesis*; D008239:Lysine; D046911:Macromolecular Substances; D008722:Methods; D010446:Peptide Fragments / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds
chemical_list: D007202:Indicators and Reagents; D007328:Insulin; D046911:Macromolecular Substances; D010446:Peptide Fragments; D013438:Sulfhydryl Compounds; D008239:Lysine
vernacular_title: Synthese der [LysA13]Rinderinsulin-A-Kette in der Form [Lys(Tfa)A13]A(SO3H)4 und NalphaA1-Msc-[LysA13]A(SO3H)4 unter Verwendung des S-tert-Butylmercapto-Restes als Thiolschutzgruppe.