Metal chelates of 2-hydroxy-4-methylthiobutanoic acid in animal feeding: preliminary investigations on stability and bioavailability

J Inorg Biochem. 2003 Jun 1;95(2-3):221-4. doi: 10.1016/s0162-0134(03)00067-9.

Abstract

The alpha-hydroxyacid 2-hydroxy-4-methylthiobutanoic acid (the so-called methionine hydroxy-analogue, MHA), largely used in animal nutrition as a source of methionine, forms stable metal chelates with divalent metals of formula [[CH(3)SCH(2)CH(2)CH(OH)COO](2)M].ZnH(2)O. Protonation and zinc(II) complex formation constants have been determined by pH-metry at 25 degrees C; the ternary system Zn(2+)/MHA/glycine was also studied by pH-metry and the formation constant of the species [ZnLA] was determined [log beta=6.57(11)]. Experiments in vitro with human intestinal CACO-2 cells indicated that the MHA/Fe chelate was taken up by the cells without any apparent toxic effect.

MeSH terms

  • Animal Feed*
  • Animals
  • Biological Availability
  • Caco-2 Cells
  • Drug Stability
  • Ferric Compounds / chemistry*
  • Ferric Compounds / pharmacokinetics*
  • Humans
  • Hydrogen-Ion Concentration
  • Iron Chelating Agents / chemistry
  • Iron Chelating Agents / pharmacokinetics
  • Methionine / analogs & derivatives*
  • Methionine / chemistry*
  • Methionine / pharmacokinetics*
  • Potentiometry / methods
  • Protons
  • Zinc / chemistry*
  • Zinc / pharmacokinetics*

Substances

  • Ferric Compounds
  • Iron Chelating Agents
  • Protons
  • alpha-hydroxy-gamma-methylmercaptobutyric acid
  • Methionine
  • Zinc