title: Studies on the total synthesis of an A7,B7-dicarbainsulin. III. Assembly of segments and generation of biological activity.
abstract: As a further contribution to the synthesis of an insulin analogue with a stable A7-B7 interchain bond, the synthesis of A(8-21) by solution methods, and of B(9-25) as well as [7-(2,7-diaminosuberic acid)]B(1-8) by solid phase methods is described. In the latter compound, the amino group of the diaminosuberic acid residue was acylated with A(1-6), and the resulting "U-peptide" sequentially elongated with the C-terminal A- and finally B-chain sequences. The conversion of the product into the disulfide moiety gave a mixture which could not be resolved by currently available methods. However, the low biological activity of the crude product indicates that the A7-B7 disulfide bond is not crucially important for the activity of insulin.
authors.affiliation: Institute of Molecular Biology, Bulgarian Academy of Sciences, Sofia.
authors.forename: G
authors.initials: G
authors.lastname: Videnov
authors.forename: K
authors.initials: K
authors.lastname: Büttner
authors.forename: M
authors.initials: M
authors.lastname: Casaretto
authors.forename: J
authors.initials: J
authors.lastname: Föhles
authors.forename: H G
authors.initials: HG
authors.lastname: Gattner
authors.forename: S
authors.initials: S
authors.lastname: Stoev
authors.forename: D
authors.initials: D
authors.lastname: Brandenburg
mesh_terms: D000273:Adipose Tissue / Q000187:drug effects / Q000378:metabolism*; D000818:Animals; D002478:Cells, Cultured; D002850:Chromatography, Gel; D002852:Chromatography, Ion Exchange; D006801:Humans; D007328:Insulin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D008066:Lipolysis; D051381:Rats; D011972:Receptor, Insulin / Q000378:metabolism; D013438:Sulfhydryl Compounds / Q000378:metabolism; D014443:Tyrosine / Q000378:metabolism
chemical_list: D007328:Insulin; D013438:Sulfhydryl Compounds; C062660:insulin, dicarbain(A7,B7)-; D014443:Tyrosine; D011972:Receptor, Insulin