title: Synthesis and antibody recognition of cyclic epitope peptides, together with their dimer and conjugated derivatives based on residues 9-22 of herpes simplex virus type 1 glycoprotein D.
abstract: The synthesis of new cyclic peptides comprising the 9-22 epitope (9)LKMADPNRFRGKDL(22) sequence derived from HSV gD-1 is reported. In addition, we describe procedures for the preparation of cyclic peptide dimers and conjugates with an oligotuftsin derivative carrier. The binding of a monoclonal antibody, Mab A16, to the synthesized compounds was determined by enzyme-linked immunosorbent assay. It was demonstrated that cyclization decreased the binding activity of the antibody to the epitope. However, dimerization and conjugation could significantly increase the binding capacity of the cyclic epitope peptides. The attachment site in dimers and conjugates, as well as the topology of the construct, had a significant influence on the antibody recognition, while replacement of Met in position 11 by Nle had no marked effect.
authors.affiliation: Hungarian Academy of Sciences, and Department of Organic Chemistry, Eotvos L. University, Budapest, Hungary.
authors.forename: Annamária
authors.initials: A
authors.lastname: Jakab
authors.forename: Gitta
authors.initials: G
authors.lastname: Schlosser
authors.forename: Matty
authors.initials: M
authors.lastname: Feijlbrief
authors.forename: Sytske
authors.initials: S
authors.lastname: Welling-Wester
authors.forename: Marilena
authors.initials: M
authors.lastname: Manea
authors.forename: Miquel
authors.initials: M
authors.lastname: Vila-Perello
authors.forename: David
authors.initials: D
authors.lastname: Andreu
authors.forename: Ferenc
authors.initials: F
authors.lastname: Hudecz
authors.forename: Gábor
authors.initials: G
authors.lastname: Mezo
mesh_terms: D000595:Amino Acid Sequence; D000911:Antibodies, Monoclonal / Q000276:immunology*; D045744:Cell Line, Tumor; D019281:Dimerization; D004797:Enzyme-Linked Immunosorbent Assay; D000939:Epitopes / Q000032:analysis / Q000737:chemistry / Q000276:immunology*; D018259:Herpesvirus 1, Human; D006801:Humans; D008969:Molecular Sequence Data; D010456:Peptides, Cyclic / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology*; D014405:Tuftsin / Q000737:chemistry; D014759:Viral Envelope Proteins / Q000737:chemistry*
chemical_list: D000911:Antibodies, Monoclonal; D000939:Epitopes; D010456:Peptides, Cyclic; D014759:Viral Envelope Proteins; C039447:glycoprotein D, Human herpesvirus 1; D014405:Tuftsin