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Synthetic HIV V3 Glycopeptide Immunogen Carrying a N334 N-Glycan Induces Glycan-Dependent Antibodies with Promiscuous Site Recognition.

Publication ,  Journal Article
Cai, H; Zhang, R-S; Orwenyo, J; Giddens, J; Yang, Q; LaBranche, CC; Montefiori, DC; Wang, L-X
Published in: J Med Chem
November 21, 2018

The N332 high-mannose glycan on the HIV-1 gp120 V3-loop is the target of many bNAbs. About 17% HIV isolates carry the N332 to N334 mutation, but the antibody recognition of the N334 N-glycan and its immunogenicity are not well characterized. Here we report the chemoenzymatic synthesis, antigenicity, and immunogenicity of the V3 N334 glycopeptides from HIV-1 A244 gp120, a key component in the partially successful Thai clinical trials. We found that synthetic V3 glycopeptide carrying a N334 high-mannose glycan could be recognized by bNAb PGT128 and PGT126 but not by 10-1074. Rabbit immunization with the synthetic three-component A244 glycopeptide immunogen elicited substantial glycan-dependent antibodies with broad reactivity to various HIV-1 gp120/gp140 carrying N332 or N334 glycosylation sites. These results indicated that the N334 site is vulnerable and the A244 V3 glycopeptide represents a valuable immunogen for further HIV-1 vaccine studies.

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Published In

J Med Chem

DOI

EISSN

1520-4804

Publication Date

November 21, 2018

Volume

61

Issue

22

Start / End Page

10116 / 10125

Location

United States

Related Subject Headings

  • env Gene Products, Human Immunodeficiency Virus
  • Substrate Specificity
  • Rabbits
  • Protein Conformation
  • Polysaccharides
  • Models, Molecular
  • Medicinal & Biomolecular Chemistry
  • Immunization
  • HIV Envelope Protein gp120
  • Glycosylation
 

Citation

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MLA
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Cai, H., Zhang, R.-S., Orwenyo, J., Giddens, J., Yang, Q., LaBranche, C. C., … Wang, L.-X. (2018). Synthetic HIV V3 Glycopeptide Immunogen Carrying a N334 N-Glycan Induces Glycan-Dependent Antibodies with Promiscuous Site Recognition. J Med Chem, 61(22), 10116–10125. https://doi.org/10.1021/acs.jmedchem.8b01290
Cai, Hui, Rou-Shu Zhang, Jared Orwenyo, John Giddens, Qiang Yang, Celia C. LaBranche, David C. Montefiori, and Lai-Xi Wang. “Synthetic HIV V3 Glycopeptide Immunogen Carrying a N334 N-Glycan Induces Glycan-Dependent Antibodies with Promiscuous Site Recognition.J Med Chem 61, no. 22 (November 21, 2018): 10116–25. https://doi.org/10.1021/acs.jmedchem.8b01290.
Cai H, Zhang R-S, Orwenyo J, Giddens J, Yang Q, LaBranche CC, et al. Synthetic HIV V3 Glycopeptide Immunogen Carrying a N334 N-Glycan Induces Glycan-Dependent Antibodies with Promiscuous Site Recognition. J Med Chem. 2018 Nov 21;61(22):10116–25.
Cai, Hui, et al. “Synthetic HIV V3 Glycopeptide Immunogen Carrying a N334 N-Glycan Induces Glycan-Dependent Antibodies with Promiscuous Site Recognition.J Med Chem, vol. 61, no. 22, Nov. 2018, pp. 10116–25. Pubmed, doi:10.1021/acs.jmedchem.8b01290.
Cai H, Zhang R-S, Orwenyo J, Giddens J, Yang Q, LaBranche CC, Montefiori DC, Wang L-X. Synthetic HIV V3 Glycopeptide Immunogen Carrying a N334 N-Glycan Induces Glycan-Dependent Antibodies with Promiscuous Site Recognition. J Med Chem. 2018 Nov 21;61(22):10116–10125.
Journal cover image

Published In

J Med Chem

DOI

EISSN

1520-4804

Publication Date

November 21, 2018

Volume

61

Issue

22

Start / End Page

10116 / 10125

Location

United States

Related Subject Headings

  • env Gene Products, Human Immunodeficiency Virus
  • Substrate Specificity
  • Rabbits
  • Protein Conformation
  • Polysaccharides
  • Models, Molecular
  • Medicinal & Biomolecular Chemistry
  • Immunization
  • HIV Envelope Protein gp120
  • Glycosylation