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Chemical synthesis of highly congested gp120 V1V2 N-glycopeptide antigens for potential HIV-1-directed vaccines.

Publication ,  Journal Article
Aussedat, B; Vohra, Y; Park, PK; Fernández-Tejada, A; Alam, SM; Dennison, SM; Jaeger, FH; Anasti, K; Stewart, S; Blinn, JH; Liao, H-X ...
Published in: J Am Chem Soc
September 4, 2013

Critical to the search for an effective HIV-1 vaccine is the development of immunogens capable of inducing broadly neutralizing antibodies (BnAbs). A key first step in this process is to design immunogens that can be recognized by known BnAbs. The monoclonal antibody PG9 is a BnAb that neutralizes diverse strains of HIV-1 by targeting a conserved carbohydrate-protein epitope in the variable 1 and 2 (V1V2) region of the viral envelope. Important for recognition are two closely spaced N-glycans at Asn(160) and Asn(156). Glycopeptides containing this synthetically challenging bis-N-glycosylated motif were prepared by convergent assembly, and were shown to be antigenic for PG9. Synthetic glycopeptides such as these may be useful for the development of HIV-1 vaccines based on the envelope V1V2 BnAb epitope.

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Published In

J Am Chem Soc

DOI

EISSN

1520-5126

Publication Date

September 4, 2013

Volume

135

Issue

35

Start / End Page

13113 / 13120

Location

United States

Related Subject Headings

  • Molecular Sequence Data
  • Models, Molecular
  • HIV-1
  • HIV Envelope Protein gp120
  • Glycopeptides
  • General Chemistry
  • Crystallography, X-Ray
  • Carbohydrate Conformation
  • Antigens
  • AIDS Vaccines
 

Citation

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Aussedat, B., Vohra, Y., Park, P. K., Fernández-Tejada, A., Alam, S. M., Dennison, S. M., … Danishefsky, S. J. (2013). Chemical synthesis of highly congested gp120 V1V2 N-glycopeptide antigens for potential HIV-1-directed vaccines. J Am Chem Soc, 135(35), 13113–13120. https://doi.org/10.1021/ja405990z
Aussedat, Baptiste, Yusuf Vohra, Peter K. Park, Alberto Fernández-Tejada, S Munir Alam, S Moses Dennison, Frederick H. Jaeger, et al. “Chemical synthesis of highly congested gp120 V1V2 N-glycopeptide antigens for potential HIV-1-directed vaccines.J Am Chem Soc 135, no. 35 (September 4, 2013): 13113–20. https://doi.org/10.1021/ja405990z.
Aussedat B, Vohra Y, Park PK, Fernández-Tejada A, Alam SM, Dennison SM, et al. Chemical synthesis of highly congested gp120 V1V2 N-glycopeptide antigens for potential HIV-1-directed vaccines. J Am Chem Soc. 2013 Sep 4;135(35):13113–20.
Aussedat, Baptiste, et al. “Chemical synthesis of highly congested gp120 V1V2 N-glycopeptide antigens for potential HIV-1-directed vaccines.J Am Chem Soc, vol. 135, no. 35, Sept. 2013, pp. 13113–20. Pubmed, doi:10.1021/ja405990z.
Aussedat B, Vohra Y, Park PK, Fernández-Tejada A, Alam SM, Dennison SM, Jaeger FH, Anasti K, Stewart S, Blinn JH, Liao H-X, Sodroski JG, Haynes BF, Danishefsky SJ. Chemical synthesis of highly congested gp120 V1V2 N-glycopeptide antigens for potential HIV-1-directed vaccines. J Am Chem Soc. 2013 Sep 4;135(35):13113–13120.
Journal cover image

Published In

J Am Chem Soc

DOI

EISSN

1520-5126

Publication Date

September 4, 2013

Volume

135

Issue

35

Start / End Page

13113 / 13120

Location

United States

Related Subject Headings

  • Molecular Sequence Data
  • Models, Molecular
  • HIV-1
  • HIV Envelope Protein gp120
  • Glycopeptides
  • General Chemistry
  • Crystallography, X-Ray
  • Carbohydrate Conformation
  • Antigens
  • AIDS Vaccines