title: Efficient methodology for the cyclization of linear peptide libraries via intramolecular S-alkylation using Multipin solid phase peptide synthesis.
abstract: Methodology is described here for the efficient parallel synthesis and cyclization of linear peptide libraries using intramolecular S-alkylation chemistry in combination with Multipin solid phase peptide synthesis (Multipin SPPS). The effective use of this methodology was demonstrated with the synthesis of a 72-member combinatorial library of cyclic thioether peptide derivatives of the conserved four-residue structural motif DD/EXK found in the active sites of the five crystallographically defined orthodox type II restriction endonucleases, EcoRV, EcoRI, PvuII, BamHI and BglI.
authors.affiliation: School of Chemistry, The University of Melbourne, Grattan Street, Parkville, Victoria 3010, Australia. kade_roberts@mimotopes.com
authors.forename: Kade D
authors.initials: KD
authors.lastname: Roberts
authors.forename: John N
authors.initials: JN
authors.lastname: Lambert
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Ede
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Bray
mesh_terms: D000478:Alkylation; D000595:Amino Acid Sequence; D002853:Chromatography, Liquid; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003500:Cyclization; D013058:Mass Spectrometry; D015394:Molecular Structure; D019151:Peptide Library; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D015203:Reproducibility of Results
chemical_list: D019151:Peptide Library; D010456:Peptides, Cyclic