title: Engineering new peptidic inhibitors from a natural chymotrypsin inhibitor.
abstract: Three model peptides of different sizes (17-24 amino acid residues) mimicking the chymotrypsin inhibitor SCGI (a peptide of 35 amino acid residues) isolated from Schistocerca gregaria were designed and prepared by convergent peptide synthesis. Selective formation of disulphide bridges in the closing step was achieved without selective protection of cysteine residues. The natural pattern of the two disulphide bridges was determined by 2D homonuclear 1H NMR techniques. All three model peptides were characterized by amino acid analysis. MS and CD spectra. Preliminary results revealed that the two smaller model peptides exhibit no Inhibitory activity, whereas the larger one shows limited inhibition of chymotrypsin.
authors.affiliation: Department of Organic Chemistry, Eötvös Loránd University, Budapest, Hungary.
authors.forename: Zoltán
authors.initials: Z
authors.lastname: Mucsi
authors.forename: András
authors.initials: A
authors.lastname: Perczel
authors.forename: György
authors.initials: G
authors.lastname: Orosz
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis; D000818:Animals; D002942:Circular Dichroism; D004220:Disulfides / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D019476:Insect Proteins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D018716:Molecular Mimicry; D008969:Molecular Sequence Data; D008970:Molecular Weight; D019906:Nuclear Magnetic Resonance, Biomolecular; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D011487:Protein Conformation; D015202:Protein Engineering / Q000379:methods*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000596:Amino Acids; D004220:Disulfides; D004791:Enzyme Inhibitors; D019476:Insect Proteins; D010455:Peptides; C113210:LOC126284306 protein, Schistocerca gregaria