title: Synthesis of multivalent glycopeptide conjugates that mimic an HIV epitope.
abstract: Recently, we reported a directed evolution method which enabled us to discover sequences of glycopeptides that bind with picomolar affinity to HIV antibody 2G12 and are of interest as HIV vaccine candidates. In this manuscript, we describe the syntheses of several of these large (~11-12 kDa) glycopeptides by a combination of fast flow peptide synthesis and click chemistry. We also discuss the optimization of their attachment to carrier protein CRM197, affording antigenic and immunogenic conjugates ready for animal vaccination.
authors.affiliation: Department of Chemistry, Brandeis University, 415 South St. MS 015, Waltham, MA 02454-9110, USA.
authors.forename: Jennifer K
authors.initials: JK
authors.lastname: Bailey
authors.affiliation: Department of Chemistry, Brandeis University, 415 South St. MS 015, Waltham, MA 02454-9110, USA.
authors.forename: Dung N
authors.initials: DN
authors.lastname: Nguyen
authors.affiliation: Department of Chemistry, Brandeis University, 415 South St. MS 015, Waltham, MA 02454-9110, USA.
authors.forename: Satoru
authors.initials: S
authors.lastname: Horiya
authors.affiliation: Department of Chemistry, Brandeis University, 415 South St. MS 015, Waltham, MA 02454-9110, USA.
authors.forename: Isaac J
authors.initials: IJ
authors.lastname: Krauss
keywords: 2G12; Directed Evolution; Glycopeptides; HIV; Solid-phase peptide synthesis