Synthesis of Structurally‐Controlled AIDS Vaccine Model with Glyco‐Peptide Dendrimer Scaffolds

Abstract

Summary: A novel glyco‐peptide dendrimer‐type AIDS vaccine model with a well‐defined structure was synthesized. A low‐substituted, monodispersed, glyco‐peptide dendrimer was prepared by binding maltose to a proline‐poly(lysine) dendrimer with monofunctional prolyl amino groups on the periphery. To the hemispherical maltose‐proline‐poly(lysine) dendrimer, succinic anhydride was reacted to provide succinylated dendrimer with an average of 13 succinyl carboxyl groups per dendrimer. The reactivity of succinyl‐maltose‐proline‐poly(lysine) dendrimer was investigated by coupling a tripeptide to the carboxyl group in water using 1‐ethyl‐3‐(3‐dimethylaminopropyl)carbodiimide hydrochloride (EDC) as a condensing agent. By binding two kinds of peptide sequences included in the envelope glycoprotein of HIV to the dendrimer, AIDS vaccine models with glyco‐peptide dendrimer scaffold were synthesized. The structure of the vaccine models was determined by NMR and MALDI‐TOF mass analyses.Leu‐Pro‐Gly‐succinyl‐maltose‐proline‐poly(lysine) dendrimer generation 3.magnified imageLeu‐Pro‐Gly‐succinyl‐maltose‐proline‐poly(lysine) dendrimer generation 3.

New-generation biomedical materials: Peptide dendrimers and their application in biomedicine

“…Innovated by Tam's work, Oliveira et al [131] synthesized MAPs with lysine cores and four cyclic disulfide peptides as aphtae epizooticae vaccine. Baigude et al [132] prepared MAPs with amylose shell and used as AIDS vaccine (Figure 28(a)). MAPs are applied in producing antibodies and immunity research [7].…”

Mit Peptiden dekorierte Dendrimere und ihre biotechnologische Nutzung

“…Tam entwickelte multiple Antigen‐Peptide (MAPs), die aus PLL‐Dendrimeren mit kovalent angeknüpften Antigen‐Peptiden bestehen. Die synthetisierten MAPs mit mehreren Kopien des Antigens erhöhten die Immunogenität stark und ergaben vielversprechende Impfstoffkandidaten für verschiedene Krankheiten wie Maul‐ und Klauenseuche (MKS), AIDS und Malaria . In jüngerer Zeit generierten Gervay‐Hague et al.…”

Sulfated Polysaccharides as Specific Biologically Active Materials

“…Influenza virus is infected into the cells by a target of sialic acid on the surface of cells. An acyclic oligopeptide from HIV connects to cellobiose on the surface of a polylysine dendrimer (31). This type of dendrimer may become an AIDS vaccine.…”