Fully synthetic carbohydrate HIV antigens designed on the logic of the 2G12 antibody Academic Article uri icon


MeSH Major

  • Carbohydrates
  • HIV Antigens


  • Di- and trivalent glycopeptide mimics of the HIV 2G12 epitope have been synthesized and evaluated for their comparative 2G12 binding characteristics. The epitope mimics consist of a cyclic peptide scaffold (unrelated to gp120 peptide sequences) attached via aspartate linkages to two or three copies of the high-mannose glycan, Man9GlcNAc2. The synthesis has been achieved via high-yielding double and triple Lansbury aspartylations of Man9GlcNAc2-NH2 with peptides containing, respectively, two and three aspartate residues. Conjugation of such constructs with an immunogenic carrier protein, OMPC, has been accomplished through the peptide's cysteine sulfhydryl function, and Biacore assays have shown that binding affinity for 2G12 increases with increasing valency. Copyright © 2007 American Chemical Society.

publication date

  • September 12, 2007



  • Academic Article



  • eng

Digital Object Identifier (DOI)

  • 10.1021/ja074804r

PubMed ID

  • 17711286

Additional Document Info

start page

  • 11042

end page

  • 4


  • 129


  • 36