4-O-beta-D-galactopyranosyl-D-xylose: a new synthesis and application to the evaluation of intestinal lactase

Carbohydr Res. 1992 Apr 10;228(1):129-35. doi: 10.1016/s0008-6215(00)90554-8.

Abstract

4-O-beta-D-Galactopyranosyl-D-xylose (2) was prepared from benzyl 2,3-O-isopropylidene-beta-D-xylopyranoside by glycosylation with 2,3,4,6-tetra-O-benzoyl-alpha-D-galactopyranosyl bromide and subsequent deprotection. Compound 2 was hydrolyzed in vitro by intestinal lactase; the Vmax was 25% of that with lactose and the Km was 370mM (cf. 27mM for lactose). Oral administration of 2 suckling rats led to urinary excretion of D-xylose which could be estimated colorimetrically.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Oral
  • Aging
  • Animals
  • Animals, Suckling
  • Carbohydrate Sequence
  • Disaccharides / chemical synthesis
  • Disaccharides / metabolism*
  • Intestines / enzymology*
  • Lactase
  • Lactose / metabolism
  • Molecular Sequence Data
  • Sheep
  • Xylose / urine
  • beta-Galactosidase / metabolism*

Substances

  • Disaccharides
  • 4-O-galactopyranosylxylose
  • Xylose
  • Lactase
  • beta-Galactosidase
  • Lactose