Metabolic glycoengineering of sialic acids

Jian Du, Ruben T. Almaraz, Elaine Tan, Kevin J. Yarema

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

Metabolic glycoengineering (MGE) refers to methodology developed over the last two decades wherein non-natural analogs of N-acetylmannosamine (ManNAc) intercept the biosynthetic pathway for sialic acid (Sia) in living cells and animals and subsequently become metabolically incorporated into sialoglycoconjugates in place of the natural sialosides. This article provides an overview of this technology by describing the chemical diversity that can be installed into cell surface sugars and can be subsequently exploited for numerous applications that include glycan labeling, glycomics, and -potentially-therapies for many disorders and diseases in which Sia play a role. Translation of metabolic glycoengineering from the laboratory to the clinic, however, faces substantial obstacles including the poor bioavailability of ManNAc analogs at both the cell and systemic levels. These issues are being addressed through the use of short chain fatty acid (SCFA)-monosaccharide hybrid molecules which, in addition to more favorable pharmacological properties, also harbor new modes of biological activity that present both pitfalls and new opportunities for burgeoning MGE technology.

Original languageEnglish (US)
Title of host publicationSialobiology
Subtitle of host publicationStructure, Biosynthesis and Function. Sialic Acid Glycoconjugates in Health and Disease
PublisherBentham Science Publishers Ltd.
Pages476-511
Number of pages36
ISBN (Print)9781608050673
DOIs
StatePublished - Aug 27 2013

Keywords

  • CMP-sialic acid analogs
  • Cancer
  • Glycosylation machinery
  • Metabolic glycoengineering
  • N-Acetylgalactosamine analogs
  • N-Acetylglucosamine analogs
  • N-Acetylmannosamine analogs
  • Short chain fatty acid (SCFA)-monosaccharides
  • Sialic acid analogs
  • Sialic acid biorthogonal functionality
  • Sialic acids
  • Tissue engineering

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

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