title: Synthesis of homogenous disulfide cross-linked polypeptides by iterative reducible ligation.
abstract: A new method of directed solution phase synthesis of polypeptides linked through iterative formation of disulfide bonds is reported. Four dodecapeptides were successfully ligated into a single 48 amino acid polypeptide using an N-terminal Fmoc-thiazolidine and a novel acidic silver trifluoromethanesulfonate thiazolidine hydrolysis to achieve efficient ligation in the presence of internal disulfide bonds. The approach allows the synthesis of homogeneous disulfide cross-linked polypeptides that have application in gene delivery by undergoing a reductively triggered release of DNA.
authors.affiliation: Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, IA 52242, USA.
authors.forename: Mark D
authors.initials: MD
authors.lastname: Ericson
authors.forename: Kevin G
authors.initials: KG
authors.lastname: Rice
mesh_terms: D004220:Disulfides / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis*
chemical_list: D004220:Disulfides; D010455:Peptides