Synthesis of lacto-N-tetraose

Carbohydr Res. 2017 Feb 22:440-441:43-50. doi: 10.1016/j.carres.2017.02.001. Epub 2017 Feb 11.

Abstract

Human milk oligosaccharides (HMOs) are the third largest macromolecular component of breast milk and offer infants numerous health benefits, most of which stem from the development of a healthy microbiome. Characterization, quantification, and chemical derivatization of HMOs remains a frontier issue in glycobiology due to the challenge of isolating appreciable quantities of homogenous HMOs from breast milk. Herein, we report the synthesis of the human milk tetrasaccharide lacto-N-tetraose (LNT). LNT is ubiquitous in human breast milk as it is a core structure common to longer-chain HMOs and many glycolipids.

MeSH terms

  • Acetamides / chemistry*
  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Female
  • Glycomics
  • Humans
  • Milk, Human / chemistry*
  • Oligosaccharides / chemical synthesis*
  • Oligosaccharides / isolation & purification
  • Pyrans / chemistry*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Acetamides
  • Oligosaccharides
  • Pyrans
  • lacto-N-neotetraose