Oxidation of salsolinol by banana pulp polyphenol oxidase and its kinetic synergism with dopamine

J Agric Food Chem. 2000 Nov;48(11):5543-7. doi: 10.1021/jf000293f.

Abstract

Salsolinol, a tethrahydroisoquinoline present in banana and biosynthesized from dopamine, was oxidized by banana pulp polyphenol oxidase to its corresponding salsolinol-o-quinone. This oxidation was pH-dependent and showed a maximum at acidic pH values. At physiological pH of 5.0, the values obtained for the kinetic parameter (V(m) and K(m)) were 62.5 microM/min and 1.7 mM, respectively. When dopamine was added to the reaction medium to imitate physiological conditions, salsolinol was co-oxidized by dopamine-quinone. When this phenomenon was studied oxygraphically, an unexpected activation of dopamine oxidation was found in the presence of salsolinol. This activation was related with the enzyme's kinetic mechanism and was named "kinetic synergism", because a bad substrate activated a good one. A possible physiological role is discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catechol Oxidase / isolation & purification
  • Catechol Oxidase / metabolism*
  • Dopamine / metabolism*
  • Fruit / enzymology*
  • Isoquinolines / metabolism*
  • Kinetics
  • Oxidation-Reduction

Substances

  • Isoquinolines
  • salsolinol
  • Catechol Oxidase
  • Dopamine