title: An unnatural biopolymer.
abstract: A highly efficient method has been developed for the solid-phase synthesis of an "unnatural biopolymer" consisting of chiral aminocarbonate monomers linked via a carbamate backbone. Oligocarbamates were synthesized from N-protected p-nitrophenyl carbonate monomers, substituted with a variety of side chains, with greater than 99 percent overall coupling efficiencies per step. A spatially defined library of oligocarbamates was generated by using photochemical methods and screened for binding affinity to a monoclonal antibody. A number of high-affinity ligands were then synthesized and analyzed in solution with respect to their inhibition concentration values, water/octanol partitioning coefficients, and proteolytic stability. These and other unnatural polymers may provide new frameworks for drug development and for testing theories of protein and peptide folding and structure.
authors.affiliation: Department of Chemistry, University of California, Berkeley 94720.
authors.forename: C Y
authors.initials: CY
authors.lastname: Cho
authors.forename: E J
authors.initials: EJ
authors.lastname: Moran
authors.forename: S R
authors.initials: SR
authors.lastname: Cherry
authors.forename: J C
authors.initials: JC
authors.lastname: Stephans
authors.forename: S P
authors.initials: SP
authors.lastname: Fodor
authors.forename: C L
authors.initials: CL
authors.lastname: Adams
authors.forename: A
authors.initials: A
authors.lastname: Sundaram
authors.forename: J W
authors.initials: JW
authors.lastname: Jacobs
authors.forename: P G
authors.initials: PG
authors.lastname: Schultz
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D000911:Antibodies, Monoclonal / Q000276:immunology; D001704:Biopolymers; D002254:Carbonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology; D000939:Epitopes; D051379:Mice; D008807:Mice, Inbred BALB C; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000737:chemistry
chemical_list: D000911:Antibodies, Monoclonal; D001704:Biopolymers; D002254:Carbonates; D000939:Epitopes; D009842:Oligopeptides