title: Site-Directed Glycosylation of Peptide/Protein with Homogeneous O-Linked Eukaryotic N-Glycans.
abstract: Here we report a facile and efficient method for site-directed glycosylation of peptide/protein. The method contains two sequential steps: generation of a GlcNAc-O-peptide/protein, and subsequent ligation of a eukaryotic N-glycan to the GlcNAc moiety. A pharmaceutical peptide, glucagon-like peptide-1 (GLP-1), and a model protein, bovine α-Crystallin, were successfully glycosylated using such an approach. It was shown that the GLP-1 with O-linked N-glycan maintained an unchanged secondary structure after glycosylation, suggesting the potential application of this approach for peptide/protein drug production. In summary, the coupled approach provides a general strategy to produce homogeneous glycopeptide/glycoprotein bearing eukaryotic N-glycans.
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Wu
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Tianjin 300353, China.|Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Kuan
authors.initials: K
authors.lastname: Jiang
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Hailiang
authors.initials: H
authors.lastname: Zhu
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Cheng
authors.initials: C
authors.lastname: Ma
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Zaikuan
authors.initials: Z
authors.lastname: Yu
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Lei
authors.initials: L
authors.lastname: Li
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.|College of Life Science, Hebei Normal University , Shijiazhuang, Hebei 050024, China.
authors.forename: Wanyi
authors.initials: W
authors.lastname: Guan
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Yunpeng
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: He
authors.initials: H
authors.lastname: Zhu
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Yanyi
authors.initials: Y
authors.lastname: Chen
authors.affiliation: Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Shanshan
authors.initials: S
authors.lastname: Li
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Tianjin 300353, China.|Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Tianjin 300353, China.
authors.forename: Jiansong
authors.initials: J
authors.lastname: Cheng
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Tianjin 300353, China.
authors.forename: Lianwen
authors.initials: L
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Tianjin 300353, China.|Department of Chemistry, Georgia State University , Atlanta, Georgia 30303, United States.
authors.forename: Peng George
authors.initials: PG
authors.lastname: Wang
mesh_terms: D000117:Acetylglucosamine / Q000378:metabolism; D000595:Amino Acid Sequence; D000818:Animals; D001665:Binding Sites; D002417:Cattle; D005057:Eukaryotic Cells; D052216:Glucagon-Like Peptide 1 / Q000737:chemistry / Q000378:metabolism*; D006031:Glycosylation; D011134:Polysaccharides / Q000378:metabolism*; D038201:alpha-Crystallins / Q000737:chemistry / Q000378:metabolism*
chemical_list: D011134:Polysaccharides; D038201:alpha-Crystallins; D052216:Glucagon-Like Peptide 1; D000117:Acetylglucosamine