Cation exchange assisted binding-elution strategy for enzymatic synthesis of human milk oligosaccharides (HMOs)

Bioorg Med Chem Lett. 2017 Sep 15;27(18):4285-4287. doi: 10.1016/j.bmcl.2017.08.041. Epub 2017 Aug 19.

Abstract

A cation exchange assisted binding-elution (BE) strategy for enzymatic synthesis of human milk oligosaccharides (HMOs) was developed. An amino linker was used to provide the cation ion under acidic condition which can be readily bound to cation exchange resin and then eluted off by saturated ammonium bicarbonate. Ammonium bicarbonate in the collections was easily removed by vacuum evaporation. This strategy circumvented the incompatible issue between glycosyltransferases and solid support or large polymers, and no purification was needed for intermediate products. With current approach, polyLacNAc backbones of HMOs and fucosylated HMOs were synthesized smoothly.

Keywords: Amino linker; Binding-elution; Cation exchange; Enzymatic synthesis; Human milk oligosaccharides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bicarbonates / chemistry
  • Bicarbonates / metabolism
  • Cations / chemistry
  • Cations / metabolism
  • Dose-Response Relationship, Drug
  • Glycosyltransferases / chemistry
  • Glycosyltransferases / metabolism*
  • Humans
  • Milk, Human / chemistry*
  • Milk, Human / metabolism
  • Molecular Structure
  • Oligosaccharides / biosynthesis*
  • Oligosaccharides / chemistry
  • Structure-Activity Relationship

Substances

  • Bicarbonates
  • Cations
  • Oligosaccharides
  • ammonium bicarbonate
  • Glycosyltransferases