Deciphering glycan linkages involved in Jurkat cell interactions with gold-coated nanofibers via sugar-displayed thiols

Jian Du, Pao Lin Che, Udayanath Aich, Elaine Tan, Hyo Jun Kim, Srinivasa Gopalan Sampathkumar, Kevin J. Yarema

Research output: Contribution to journalArticlepeer-review

Abstract

Metabolic oligosaccharide engineering (MOE) provides a method to install novel chemical functional groups into the glycocalyx of living cells. In this Letter we use this technology to compare the impact of replacing natural sialic acid, GalNAc, and GlcNAc with their thiol-bearing counterparts in Jurkat and HL-60 cells. When incubated in the presence of gold-coated nanofibers, only Jurkat cells incubated with Ac 5ManNTGc - an analogue that installs thiols into sialosides - experienced a distinctive 'spreading' morphology. The comparison of Ac 5ManNTGc with Ac 5GalNTGc and Ac 5GlcNTGc in the two cell lines implicated sialosides of N-linked glycans as critical molecular mediators of the unusual responses evoked in the Jurkat line.

Original languageEnglish (US)
Pages (from-to)4980-4984
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number17
DOIs
StatePublished - Sep 1 2011

Keywords

  • 3D cell culture
  • Metabolic oligosaccharide engineering
  • N-Acetylgalactosamine
  • N-Acetylglucososamine
  • Sialic acid

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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