title: Preparation of Semisynthetic Peptides Macrocycles Using Split Inteins.
abstract: Cyclic peptides are highly desired molecules not only for basic research but also for many biomedical and pharmacological applications. Due to their potentially superior physicochemical properties as compared to their linear counterparts, they are considered as ideal candidates for studying protein-protein interactions, among others. Most of the methods developed in recent years to prepare cyclic peptides focus either on a synthetic or a recombinant route. While the former provides access to diversified, noncanonical peptides, including unnatural and D-amino acid, for example, the latter can harness the power of genetic randomization to generate and select from large peptide libraries. Only few approaches have been reported to prepare semisynthetic macrocycles that would benefit from both the advantages associated with synthetic and genetically encoded parts. We describe in this chapter a chemo-enzymatic method to make semisynthetic cyclic peptides in vitro from two fragments using protein trans-splicing and bioorthogonal oxime ligation.
authors.affiliation: Institute of Biochemistry, Department of Chemistry and Pharmacy, Institute of Biochemistry, University of Muenster, Wilhelm-Klemm-Str. 2, 48149, Münster, Germany.
authors.forename: Shubhendu
authors.initials: S
authors.lastname: Palei
authors.affiliation: Institute of Biochemistry, Department of Chemistry and Pharmacy, University of Muenster, Wilhelm-Klemm-Str. 2, 48149, Münster, Germany. Henning.Mootz@uni-muenster.de.
authors.forename: Henning D
authors.initials: HD
authors.lastname: Mootz
mesh_terms: D047668:Inteins; D010456:Peptides, Cyclic / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D019154:Protein Splicing
chemical_list: D010456:Peptides, Cyclic
keywords: Antibiotics; Cyclic peptide; Intein; Oxime ligation; Protein trans-splicing; Ssp DnaB intein