Potential physiological functions of acceptor products of dextransucrase with cellobiose as an inhibitor of mutansucrase and fungal cell synthase

J Agric Food Chem. 2010 Nov 10;58(21):11493-500. doi: 10.1021/jf103140f. Epub 2010 Oct 7.

Abstract

A series of oligosaccharides (cellobio-oligosaccharides) ranging from degrees of polymer 3 to 6 were synthesized by Leuconostoc mesenteroides B-512 FMCM in the presence of cellobiose. The major oligosaccharides were the trisaccharides, α-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl-(1 → 4)-D-glucopyranose and α-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl-(1 → 4)-D-glucopyranose. These cellobio-oligosaccharides were inhibitory on mutansucrase, an enzyme that causes dental caries. They were also found to be effective antifungal agents against Aspergillus terreus acting by inhibiting β-(1 → 3)-glucan synthase, which is required for fungal cell wall formation.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / metabolism*
  • Antifungal Agents / pharmacology
  • Aspergillus / drug effects
  • Aspergillus / enzymology*
  • Cellobiose / metabolism*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / metabolism*
  • Enzyme Inhibitors / pharmacology
  • Glucosyltransferases / antagonists & inhibitors*
  • Glucosyltransferases / metabolism*
  • Leuconostoc / chemistry
  • Leuconostoc / enzymology*
  • Leuconostoc / metabolism
  • Molecular Structure
  • Oligosaccharides / chemistry
  • Oligosaccharides / metabolism*
  • Oligosaccharides / pharmacology
  • Sucrase / antagonists & inhibitors*
  • Sucrase / metabolism

Substances

  • Antifungal Agents
  • Enzyme Inhibitors
  • Oligosaccharides
  • Cellobiose
  • Glucosyltransferases
  • glucan synthase
  • dextransucrase
  • Sucrase