Inhibition of enzymatic browning of chlorogenic acid by sulfur-containing compounds

J Agric Food Chem. 2012 Apr 4;60(13):3507-14. doi: 10.1021/jf205290w. Epub 2012 Mar 26.

Abstract

The antibrowning activity of sodium hydrogen sulfite (NaHSO(3)) was compared to that of other sulfur-containing compounds. Inhibition of enzymatic browning was investigated using a model browning system consisting of mushroom tyrosinase and chlorogenic acid (5-CQA). Development of brown color (spectral analysis), oxygen consumption, and reaction product formation (RP-UHPLC-PDA-MS) were monitored in time. It was found that the compounds showing antibrowning activity either prevented browning by forming colorless addition products with o-quinones of 5-CQA (NaHSO(3), cysteine, and glutathione) or inhibiting the enzymatic activity of tyrosinase (NaHSO(3) and dithiothreitol). NaHSO(3) was different from the other sulfur-containing compounds investigated, because it showed a dual inhibitory effect on browning. Initial browning was prevented by trapping the o-quinones formed in colorless addition products (sulfochlorogenic acid), while at the same time, tyrosinase activity was inhibited in a time-dependent way, as shown by pre-incubation experiments of tyrosinase with NaHSO(3). Furthermore, it was demonstrated that sulfochlorogenic and cysteinylchlorogenic acids were not inhibitors of mushroom tyrosinase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology*
  • Chlorogenic Acid / chemistry*
  • Enzyme Inhibitors / chemistry*
  • Food Additives / chemistry*
  • Fungal Proteins / chemistry*
  • Monophenol Monooxygenase / chemistry*
  • Oxidation-Reduction
  • Sulfites / chemistry
  • Sulfur Compounds / chemistry*

Substances

  • Enzyme Inhibitors
  • Food Additives
  • Fungal Proteins
  • Sulfites
  • Sulfur Compounds
  • Chlorogenic Acid
  • sodium hydrogen sulfite
  • Monophenol Monooxygenase