Design and Synthesis of Glycosylated Cholera Toxin B Subunit as a Tracer of Glycoprotein Trafficking in Organelles of Living Cells

Yuta Maki, Kazuki Kawata, Yanbo Liu, Kang Ying Goo, Ryo Okamoto, Yasuhiro Kajihara, Ayano Satoh

Research output: Contribution to journalArticlepeer-review

Abstract

Glycosylation of proteins is known to be essential for changing biological activity and stability of glycoproteins on the cell surfaces and in body fluids. Delivering of homogeneous glycoproteins into the endoplasmic reticulum (ER) and the Golgi apparatus would enable us to investigate the function of asparagine-linked (N-) glycans in the organelles. In this work, we designed and synthesized an intentionally glycosylated cholera toxin B-subunit (CTB) to be transported to the organelles of mammalian cells. The heptasaccharide, the intermediate structure of various complex-type N-glycans, was introduced to the CTB. The synthesized monomeric glycosyl-CTB successfully entered mammalian cells and was transported to the Golgi and the ER, suggesting the potential use of synthetic CTB to deliver and investigate the functions of homogeneous N-glycans in specific organelles of living cells.

Original languageEnglish
Article numbere202201253
JournalChemistry - A European Journal
Volume28
Issue number37
DOIs
Publication statusPublished - Jul 1 2022

Keywords

  • cholera toxin
  • glycoprotein
  • live imaging
  • N-glycan
  • native chemical ligation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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