Synthesis of a trimeric gp120 epitope mimic conjugated to a T-helper peptide to improve antigenicity

J Am Chem Soc. 2011 Mar 16;133(10):3230-3. doi: 10.1021/ja1083915. Epub 2011 Feb 22.

Abstract

A fully synthetic trivalent mimotope of gp120 conjugated to pan allelic HLA DR binding epitope was prepared using solid-phase peptide synthesis and optimized copper-catalyzed azide-alkyne cycloaddition. The methodology efficiently provides chemically uniform heteromultimeric peptide constructs with enhanced binding, avidity, and specificity toward an established HIV-neutralizing human antibody, MAb b12. The versatile synthetic strategy serves as a powerful platform for the development of synthetic peptides as potential HIV-1 vaccine candidates.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amino Acid Sequence
  • Epitopes, T-Lymphocyte / chemistry*
  • Epitopes, T-Lymphocyte / immunology
  • HIV Envelope Protein gp120 / chemical synthesis*
  • HIV Envelope Protein gp120 / chemistry
  • HIV Envelope Protein gp120 / immunology
  • HLA-DR Antigens / chemistry*
  • HLA-DR Antigens / immunology
  • Immunodominant Epitopes / chemistry*
  • Immunodominant Epitopes / immunology
  • Malaria Vaccines / chemistry
  • Molecular Sequence Data
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / immunology
  • T-Lymphocytes, Helper-Inducer / immunology

Substances

  • Epitopes, T-Lymphocyte
  • HIV Envelope Protein gp120
  • HLA-DR Antigens
  • Immunodominant Epitopes
  • Malaria Vaccines
  • PADRE 45
  • Peptides
  • gp120 protein, Human immunodeficiency virus 1