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Design and Synthesis of a Homogeneous Erythropoietin Analogue with Two Human Complex-Type Sialyloligosaccharides: Combined Use of Chemical and Bacterial Protein Expression Methods†

  1. Kiriko Hirano1,
  2. Derek Macmillan Prof. Dr.2,
  3. Katsunari Tezuka Dr.3,
  4. Takashi Tsuji Prof. Dr.4,
  5. Yasuhiro Kajihara Prof. Dr.1,5

Article first published online: 1 OCT 2009

DOI: 10.1002/anie.200904376

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 48, Issue 50, pages 9557–9560, December 7, 2009

Additional Information

How to Cite

Hirano, K., Macmillan, D., Tezuka, K., Tsuji, T. and Kajihara, Y. (2009), Design and Synthesis of a Homogeneous Erythropoietin Analogue with Two Human Complex-Type Sialyloligosaccharides: Combined Use of Chemical and Bacterial Protein Expression Methods. Angew. Chem. Int. Ed., 48: 9557–9560. doi: 10.1002/anie.200904376

Author Information

  1. 1

    International Graduate School of Arts and Sciences, Yokohama City University, 22-2, Seto, Kanazawa-ku, Yokohama, 236-0027 (Japan)

  2. 2

    Department of Chemistry, University College London, 20 Gordon Street, London WC1H 0AJ (UK)

  3. 3

    Research Project for Glycoprotein Engineering funded by Otsuka Chemical Co., Ltd., Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510 (Japan)

  4. 4

    Department of Biological Science and Technology, Faculty of Industrial Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510 (Japan)

  5. 5

    Current address: Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043 (Japan)

  1. †

    Financial support from the Japan Society for the promotion of Science (Grant-in-Aid for Creative Scientific Research no.17GS0420 and 18550155) is acknowledged. We thank Dr. Yukishige Ito (Riken), Dr. Yukio Nishina (Yokohama City University), Yuri Hatakeyama, Kyoko Isumi, Ai Himeno (Otsuka Chemical Co.), and Ayako Kajihara for technical support and encouragement.

Publication History

  1. Issue published online: 30 NOV 2009
  2. Article first published online: 1 OCT 2009
  3. Manuscript Received: 5 AUG 2009

Funded by

  • Japan Society for the promotion of Science. Grant Numbers: 17GS0420, 18550155

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Keywords:

  • erythropoietin;
  • glycopeptides;
  • glycoproteins;
  • native chemical ligation;
  • protein expression
Thumbnail image of graphical abstract

Highly expressive: Cell proliferation was observed with concentrations of an erythropoietin (EPO) analogue above 50 pg mL−1. The EPO analogue has two human complex-type sialyloligosaccharides (see picture) and was formed by the combined use of chemical synthesis and protein expression in E. coli. Both the 24- and 30-positions are glycosylated, but the two sialyloligosaccharides do not interfere with binding of the EPO analogue to a receptor.

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