title: Efficient convergent synthesis of bi-, tri-, and tetra-antennary complex type N-glycans and their HIV-1 antigenicity.
abstract: The structural diversity of glycoproteins often comes from post-translational glycosylation with heterogeneous N-glycans. Understanding the complexity of glycans related to various biochemical processes demands a well-defined synthetic sugar library. We report herein a unified convergent strategy for the rapid production of bi-, tri-, and tetra-antennary complex type N-glycans with and without terminal N-acetylneuraminic acid residues connected via the α-2,6 or α-2,3 linkages. Moreover, using sialyltransferases to install sialic acid can minimize synthetic steps through the use of shared intermediates to simplify the complicated procedures associated with conventional sialic acid chemistry. Furthermore, these synthetic complex oligosaccharides were compiled to create a glycan array for the profiling of HIV-1 broadly neutralizing antibodies PG9 and PG16 that were isolated from HIV infected donors. From the study of antibody PG16, we identified potential natural and unnatural glycan ligands, which may facilitate the design of carbohydrate-based immunogens and hasten the HIV vaccine development.
authors.affiliation: Genomics Research Center, Academia Sinica , 128 Academia Road, Section 2, Nankang, Taipei 115, Taiwan.
authors.forename: Sachin S
authors.initials: SS
authors.lastname: Shivatare
authors.forename: Shih-Huang
authors.initials: SH
authors.lastname: Chang
authors.forename: Tsung-I
authors.initials: TI
authors.lastname: Tsai
authors.forename: Chien-Tai
authors.initials: CT
authors.lastname: Ren
authors.forename: Hong-Yang
authors.initials: HY
authors.lastname: Chuang
authors.forename: Li
authors.initials: L
authors.lastname: Hsu
authors.forename: Chih-Wei
authors.initials: CW
authors.lastname: Lin
authors.forename: Shiou-Ting
authors.initials: ST
authors.lastname: Li
authors.forename: Chung-Yi
authors.initials: CY
authors.lastname: Wu
authors.forename: Chi-Huey
authors.initials: CH
authors.lastname: Wong
mesh_terms: D016915:AIDS Vaccines / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology; D002236:Carbohydrate Conformation; D006678:HIV / Q000737:chemistry / Q000276:immunology*; D015483:HIV Antibodies / Q000737:chemistry / Q000276:immunology* / Q000302:isolation & purification; D008969:Molecular Sequence Data; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology*
chemical_list: D016915:AIDS Vaccines; D015483:HIV Antibodies; D011134:Polysaccharides