Suppressive effect of trehalose on acrylamide formation from asparagine and reducing saccharides

Biosci Biotechnol Biochem. 2005 Aug;69(8):1520-6. doi: 10.1271/bbb.69.1520.

Abstract

The influence of saccharides on the formation of acrylamide (AcA) was investigated. The reducing saccharides reacted with asaparagine to form AcA, but the non-reducing saccharides, except sucrose, gave no AcA. AcA formation from a mixture containing glucose and asaparagaine was suppressed by the non-reducing saccharides, especially trehalose (76% suppression) and neotrehalose (75% suppression). Glucose is heat-degraded into pyruvaldehyde and 5-hydroxymethyl-2-furfural in the water system. The degradation products react with asparagines to generate AcA. Trehalose appears to inhibit not only the formation of these intermediates and asparagines for AcA, but also the AcA formation from these intermediates.

MeSH terms

  • Acrylamide / chemical synthesis*
  • Asparagine / chemistry*
  • Chromatography, Gas
  • Glucose / chemistry*
  • Kinetics
  • Sucrose / chemistry*
  • Trehalose / chemistry*

Substances

  • Acrylamide
  • Sucrose
  • Asparagine
  • Trehalose
  • Glucose