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

Annamária Jakab, G. Schlosser, Matty Feijlbrief, Sytske Welling-Wester, Marilena Manea, Miquel Vila-Perello, David Andreu, F. Hudecz, G. Mező

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The synthesis of new cyclic peptides comprising the 9-22 epitope 9LKMADPNRFRGKDL22 sequence derivedfrom 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.

Original languageEnglish
Pages (from-to)683-692
Number of pages10
JournalBioconjugate Chemistry
Volume20
Issue number4
DOIs
Publication statusPublished - Apr 15 2009

Fingerprint

Epitopes
Cyclic Peptides
Glycoproteins
Human Herpesvirus 1
Viruses
Antibodies
Dimers
Peptides
Derivatives
Immunosorbents
Monoclonal antibodies
Dimerization
Cyclization
Assays
Enzymes
Enzyme-Linked Immunosorbent Assay
Monoclonal Antibodies
Topology
Human herpesvirus 1 glycoprotein D

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Organic Chemistry
  • Pharmaceutical Science
  • Biomedical Engineering
  • Pharmacology

Cite this

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. / Jakab, Annamária; Schlosser, G.; Feijlbrief, Matty; Welling-Wester, Sytske; Manea, Marilena; Vila-Perello, Miquel; Andreu, David; Hudecz, F.; Mező, G.

In: Bioconjugate Chemistry, Vol. 20, No. 4, 15.04.2009, p. 683-692.

Research output: Contribution to journalArticle

Jakab, Annamária ; Schlosser, G. ; Feijlbrief, Matty ; Welling-Wester, Sytske ; Manea, Marilena ; Vila-Perello, Miquel ; Andreu, David ; Hudecz, F. ; Mező, G. / 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. In: Bioconjugate Chemistry. 2009 ; Vol. 20, No. 4. pp. 683-692.
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AU - Manea, Marilena

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