title: A catalyst selection protocol that identifies biomimetic motifs from β-hairpin libraries.
abstract: Assaying a solid-phase library of histidine-containing β-hairpin peptides by a reactive tagging scheme in organic solvents selects for catalysts that reproduce the strategies used by His-based enzyme active sites to accelerate acyl- and phosphonyl-transfer reactions. Rate accelerations (k(rel)) in organic solvents of up to 2.4 × 10(8) are observed.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Masaomi
authors.initials: M
authors.lastname: Matsumoto
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Lee
authors.forename: Marcey L
authors.initials: ML
authors.lastname: Waters
authors.forename: Michel R
authors.initials: MR
authors.lastname: Gagné
mesh_terms: D020816:Amino Acid Motifs; D055162:Biocatalysis; D040761:Biomimetic Materials / Q000737:chemistry* / Q000378:metabolism*; D006639:Histidine; D006860:Hydrogen Bonding; D007700:Kinetics; D019151:Peptide Library
chemical_list: D019151:Peptide Library; D006639:Histidine