title: Friendly strategy to prepare encoded one bead-one compound cyclic peptide library.
abstract: One bead-one peptide libraries allow the screening of suitable ligands for any target protein. Short cyclic peptides are ideal ligands for affinity chromatography because of their high affinity and selectivity for the target protein and stability against proteases. We designed a library synthesis strategy to facilitate the identification of cyclic peptides by MS consisting of (a) sequential incorporation of a mixture of Fmoc-Ala-OH and Fmoc-Asp[2-phenylisopropyl (OPp)]-OH (15:85) to Gly-oxymethylbenzamide-ChemMatrix (Gly-HMBA-CM) resin, (b) synthesis of the combinatorial library on the resin by the divide-couple-recombine method, (c) removal of OPp with 4% TFA, (d) peptide cyclization on solid phase through side-chain Asp and amino terminus, and (e) removal of side chain protecting groups with a 95% TFA cocktail. Peptides were cleaved from the beads with ammonia and the linear code was sequenced by MALDI-TOF MS/MS. The high capacity of ChemMatrix resin together with the sensitivity of MS allows code sequencing from a single bead.
authors: Cathedra of Industrial Microbiology and Biotechnology, School of Pharmacy and Biochemistry, University of Buenos Aires , Junín 956, (1113) Buenos Aires, Argentina.
authors: Silvana L
authors: SL
authors: Giudicessi
authors: Juan M
authors: JM
authors: Gurevich-Messina
authors: María C
authors: MC
authors: Martínez-Ceron
authors: Rosa
authors: R
authors: Erra-Balsells
authors: Fernando
authors: F
authors: Albericio
authors: Osvaldo
authors: O
authors: Cascone
authors: Silvia A
authors: SA
authors: Camperi
mesh_terms: D020650:Combinatorial Chemistry Techniques; D019151:Peptide Library; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D019151:Peptide Library; D010456:Peptides, Cyclic