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Chemoenzymatic Synthesis of Glycoproteins

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Abstract

Protein glycosylation is one of the most prevalent posttranslational modifications in nature. Sugars attached on the surface of proteins play important roles in multiple physiological processes. However, the structural heterogeneity and complexity of oligosaccharide of glycoprotein had cast huge challenge on the synthesis of glycoproteins for studies on structure-function relationship that require structurally well-defined glycans. In the last decades, a number of approaches have been developed. Among them are chemoenzymatic syntheses of glycoproteins that showed extremely appealing prospect. In this chapter, we reviewed key technologies in chemoenzymatic synthesis of glycoproteins including native chemical ligation, glycoprotein remodeling, the potential of bacterial oligosaccharyltransferase in synthesis of glycoproteins, as well as two recent excellent progresses on chemoenzymatic synthesis of oligosaccharides followed by a fast high-throughput method for glycosyltransferases screening. The principles of these methods are described, and their applications are exemplified by several latest reports.

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References

  • Amin MN, McLellan JS, Huang W, Orwenyo J, Burton DR, Koff WC, Kwong PD, Wang LX (2013) Synthetic glycopeptides reveal the glycan specificity of HIV-neutralizing antibodies. Nat Chem Biol 9(8):521–526. doi:10.1038/nchembio.1288

  • Ban L, Pettit N, Li L, Stuparu AD, Cai L, Chen W, Guan W, Han W, Wang PG, Mrksich M (2012) Discovery of glycosyltransferases using carbohydrate arrays and mass spectrometry. Nat Chem Biol 8(9):769–773. doi:10.1038/nchembio.1022

  • Bennett CS, Wong CH (2007) Chemoenzymatic approaches to glycoprotein synthesis. Chem Soc Rev 36(8):1227–1238. doi:10.1039/b617709c

  • Payne RJ, Wong CH (2010) Advances in chemical ligation strategies for the synthesis of glycopeptides and glycoproteins. Chem Commun (Camb) 46(1):21–43. doi:10.1039/b913845e

  • Schwarz F, Aebi M (2011) Mechanisms and principles of N-linked protein glycosylation. Curr Opin Struct Biol 21(5):576–582. doi:10.1016/j.sbi.201108005

  • Schwarz F, Huang W, Li C, Schulz BL, Lizak C, Palumbo A, Numao S, Neri D, Aebi M, Wang LX (2010) A combined method for producing homogeneous glycoproteins with eukaryotic N-glycosylation. Nat Chem Biol 6(4):264–266. doi:10.1038/nchembio.314

  • Wang LX, Amin MN (2014) Chemical and chemoenzymatic synthesis of glycoproteins for deciphering functions. Chem Biol 21(1):51–66. doi:10.1016/j.chembiol.201401001

  • Wang P, Dong S, Shieh JH, Peguero E, Hendrickson R, Moore MA, Danishefsky SJ (2013a) Erythropoietin derived by chemical synthesis. Science 342(6164):1357–1360. doi:10.1126/science.1245095

  • Wang Z, Chinoy ZS, Ambre SG, Peng W, McBride R, de Vries RP, Glushka J, Paulson JC, Boons GJ (2013b) A general strategy for the chemoenzymatic synthesis of asymmetrically branched N-glycans. Science 341(6144):379–383. doi:10.1126/science.1236231

  • Woodward R, Yi W, Li L, Zhao G, Eguchi H, Sridhar PR, Guo H, Song JK, Motari E, Cai L, Kelleher P, Liu X, Han W, Zhang W, Ding Y, Li M, Wang PG (2010) In vitro bacterial polysaccharide biosynthesis: defining the functions of Wzy and Wzz. Nat Chem Biol 6(6):418–423. doi:10.1038/nchembio.351

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Authors and Affiliations

  1. Center for Diagnostics & Therapeutics and Department of Chemistry, Georgia State University, Natural Science Center Rm 433, 50 Decatur St SE, Atlanta, GA, 30303, USA

    Guohui Zhao, Zhigang Wu, Hailiang Zhu, Zaikuan Yu & Peng George Wang

  2. National Glycoengineering Research Center and The State Key Laboratory of Microbial Technology, Shandong University, Jinan, Shandong, 250100, People’s Republic of China

    Yunpeng Liu, Junqiang Fang & Peng George Wang

Authors
  1. Guohui Zhao
  2. Yunpeng Liu
  3. Zhigang Wu
  4. Hailiang Zhu
  5. Zaikuan Yu
  6. Junqiang Fang
  7. Peng George Wang

Corresponding authors

Correspondence to Guohui Zhao , Junqiang Fang or Peng George Wang .

Editor information

Editors and Affiliations

  1. Tokyo Metropolitan Institute of Gerontology, Tokyo Metropolitan Geriatric Hospital, Tokyo, Japan

    Tamao Endo

  2. Department of Biomolecular Systems, Max-Planck-Institute of Colloids and Interfaces, Potsdam, Germany

    Peter H. Seeberger

  3. Dept. Biological Chemistry, Johns Hopkins University School of Medicine, Baltimore, Maryland, USA

    Gerald W. Hart

  4. Academia Sinica, Nankang, Taipei, Taiwan

    Chi-Huey Wong

  5. Systems Glycobiology Group, RIKEN-Max Planck Joint Research Center for Systems Chemical Biology, Wako, Saitama, Japan

    Naoyuki Taniguchi

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Cite this entry

Zhao, G. et al. (2014). Chemoenzymatic Synthesis of Glycoproteins. In: Endo, T., Seeberger, P., Hart, G., Wong, CH., Taniguchi, N. (eds) Glycoscience: Biology and Medicine. Springer, Tokyo. https://doi.org/10.1007/978-4-431-54836-2_43-1

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  • DOI: https://doi.org/10.1007/978-4-431-54836-2_43-1

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  • Publisher Name: Springer, Tokyo

  • Online ISBN: 978-4-431-54836-2

  • eBook Packages: Living Reference Biomedicine and Life SciencesReference Module Biomedical and Life Sciences

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