Stereoselective synthesis of regioisomers of aldobiouronic acid

Biosci Biotechnol Biochem. 1994 Aug;58(8):1463-6. doi: 10.1271/bbb.58.1463.

Abstract

alpha-Glucuronidase is a very important enzyme for the complete hydrolysis of plant hemicellulose, but the substrate specificity of the enzyme has not previously been reported. In this connection, the three regioisomers of O-(alpha-D-glucopyranosyluronic acid)-D-xylose (aldobiouronic acid), 2-O-(alpha-D-glucopyranosyluronic acid)-D-xylose (13), 3-O-(alpha-D-glucopyranosyluronic acid)-D-xylose (14), and 4-O-(alpha-D-glucopyranosyluronic acid)-D-xylose (15), were stereoselectively synthesized to clarify the substrate specificity.

MeSH terms

  • Carbohydrate Sequence
  • Disaccharides / chemical synthesis*
  • Disaccharides / chemistry
  • Glycosylation
  • Molecular Sequence Data
  • Stereoisomerism
  • Sugar Acids / chemical synthesis*
  • Sugar Acids / chemistry

Substances

  • 3-O-(glucopyranosyluronic acid)xylose
  • Disaccharides
  • Sugar Acids
  • 2-O-(glucopyranosyluronic acid)xylose
  • 4-O-(glucopyranosyluronic acid)xylose