Metal chelates of 2-hydroxy-4-methylthiobutanoic acid in animal feeding. Part 2: Further characterizations, in vitro and in vivo investigations

J Inorg Biochem. 2005 Feb;99(2):627-36. doi: 10.1016/j.jinorgbio.2004.11.011.

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].nH(2)O. Protonation and iron(III) and copper(II) complex formation constants have been determined by potentiometry at 25 degrees C. Distribution diagrams show that no free Fe(3+) cations are present in solution at pH>2.5. ESI-MS (Electron-Spray Ionization Mass Spectrometry) investigations carried out both on iron and zinc complexes in solution have evidenced various species with different MHA/metal ratios. In vivo trials were carried out with rats. After receiving a zinc-deficient diet for 3 weeks, animals were fed the same diet added with zinc sulfate or zinc/MHA chelate; the zinc content of faeces was higher (+45%; P<0.05) in sulfate fed rats, whereas zinc retention was higher (+61%; P<0.05) in the Zn/MHA diet. 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. The iron uptake was higher than that of iron nitrilotriacetate (Fe(3+)NTA), an effective chelate for delivering iron to milk diets. In conclusion, these data indicate that the use of MHA chelates could be a valuable tool to increase bioavailability of trace minerals and reduce the environmental impact of animal manure.

MeSH terms

  • Animal Feed / analysis*
  • Animals
  • Biological Availability
  • Caco-2 Cells
  • Chelating Agents / administration & dosage
  • Chelating Agents / chemistry*
  • Chelating Agents / pharmacokinetics
  • Humans
  • In Vitro Techniques
  • Iron, Dietary / administration & dosage
  • Iron, Dietary / pharmacokinetics
  • Metals / administration & dosage
  • Metals / chemistry*
  • Metals / pharmacokinetics
  • Methionine / analogs & derivatives*
  • Methionine / chemistry*
  • Methionine / pharmacokinetics
  • Rats
  • Spectrometry, Mass, Electrospray Ionization
  • Trace Elements / administration & dosage
  • Trace Elements / chemistry
  • Trace Elements / pharmacokinetics
  • Zinc / administration & dosage
  • Zinc / chemistry
  • Zinc / pharmacokinetics

Substances

  • Chelating Agents
  • Iron, Dietary
  • Metals
  • Trace Elements
  • alpha-hydroxy-gamma-methylmercaptobutyric acid
  • Methionine
  • Zinc