Metal complexes of taurine. The first reported solution equilibrium studies for complex formation by taurine at physiological pH; the copper(II)- glycylglycinate-taurine and the copper(II)-glycylaspartate-taurine systems

Eimear C. O'Brien, E. Farkas, A. Rockenbauer, Kevin B. Nolan

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17 Citations (Scopus)

Abstract

The first solution studies at physiological pH for the formation of metal complexes of taurine, +NH3CH2CH2SO3-, one of the most abundant low molecular weight organic compounds in the animal kingdom, are reported. The complexes Cu(Gly-GlyH-1) (1) and [Cu(Gly-AspH-1)]- (2) react with taurine to give the ternary complexes [Cu(Gly-GlyH-1)taurine]- (3) (log K = 2.95 ± 0.03, I = 0.2 M, T = 25.0°C) and [Cu(Gly-AspH-1)taurine]2- (4) (log K = 2.68 ± 0.02) in which taurine acts as an N-donor ligand, most likely monodentate, without involvement of the sulphonate group in coordination. The results of the pH-metric studies are confirmed by visible and EPR spectrophotometric studies. The taurine complexes are less stable than the analogous complexes of β-alanine due to the decreased basicity of the amino group in the former ligand, and in the case of the Cu(Gly-GlyH-1) complexes due to involvement of the carboxylate group of β-alanine in axial coordination.

Original languageEnglish
Pages (from-to)135-139
Number of pages5
JournalJournal of Inorganic Biochemistry
Volume77
Issue number3-4
DOIs
Publication statusPublished - Nov 30 1999

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Taurine
Coordination Complexes
Copper
Alanine
Ligands
Alkalinity
Organic compounds
Paramagnetic resonance
Animals
Molecular Weight
Molecular weight

Keywords

  • Dipeptides
  • Stability constants
  • Taurine
  • Ternary copper complexes

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry

Cite this

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title = "Metal complexes of taurine. The first reported solution equilibrium studies for complex formation by taurine at physiological pH; the copper(II)- glycylglycinate-taurine and the copper(II)-glycylaspartate-taurine systems",
abstract = "The first solution studies at physiological pH for the formation of metal complexes of taurine, +NH3CH2CH2SO3-, one of the most abundant low molecular weight organic compounds in the animal kingdom, are reported. The complexes Cu(Gly-GlyH-1) (1) and [Cu(Gly-AspH-1)]- (2) react with taurine to give the ternary complexes [Cu(Gly-GlyH-1)taurine]- (3) (log K = 2.95 ± 0.03, I = 0.2 M, T = 25.0°C) and [Cu(Gly-AspH-1)taurine]2- (4) (log K = 2.68 ± 0.02) in which taurine acts as an N-donor ligand, most likely monodentate, without involvement of the sulphonate group in coordination. The results of the pH-metric studies are confirmed by visible and EPR spectrophotometric studies. The taurine complexes are less stable than the analogous complexes of β-alanine due to the decreased basicity of the amino group in the former ligand, and in the case of the Cu(Gly-GlyH-1) complexes due to involvement of the carboxylate group of β-alanine in axial coordination.",
keywords = "Dipeptides, Stability constants, Taurine, Ternary copper complexes",
author = "O'Brien, {Eimear C.} and E. Farkas and A. Rockenbauer and Nolan, {Kevin B.}",
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T1 - Metal complexes of taurine. The first reported solution equilibrium studies for complex formation by taurine at physiological pH; the copper(II)- glycylglycinate-taurine and the copper(II)-glycylaspartate-taurine systems

AU - O'Brien, Eimear C.

AU - Farkas, E.

AU - Rockenbauer, A.

AU - Nolan, Kevin B.

PY - 1999/11/30

Y1 - 1999/11/30

N2 - The first solution studies at physiological pH for the formation of metal complexes of taurine, +NH3CH2CH2SO3-, one of the most abundant low molecular weight organic compounds in the animal kingdom, are reported. The complexes Cu(Gly-GlyH-1) (1) and [Cu(Gly-AspH-1)]- (2) react with taurine to give the ternary complexes [Cu(Gly-GlyH-1)taurine]- (3) (log K = 2.95 ± 0.03, I = 0.2 M, T = 25.0°C) and [Cu(Gly-AspH-1)taurine]2- (4) (log K = 2.68 ± 0.02) in which taurine acts as an N-donor ligand, most likely monodentate, without involvement of the sulphonate group in coordination. The results of the pH-metric studies are confirmed by visible and EPR spectrophotometric studies. The taurine complexes are less stable than the analogous complexes of β-alanine due to the decreased basicity of the amino group in the former ligand, and in the case of the Cu(Gly-GlyH-1) complexes due to involvement of the carboxylate group of β-alanine in axial coordination.

AB - The first solution studies at physiological pH for the formation of metal complexes of taurine, +NH3CH2CH2SO3-, one of the most abundant low molecular weight organic compounds in the animal kingdom, are reported. The complexes Cu(Gly-GlyH-1) (1) and [Cu(Gly-AspH-1)]- (2) react with taurine to give the ternary complexes [Cu(Gly-GlyH-1)taurine]- (3) (log K = 2.95 ± 0.03, I = 0.2 M, T = 25.0°C) and [Cu(Gly-AspH-1)taurine]2- (4) (log K = 2.68 ± 0.02) in which taurine acts as an N-donor ligand, most likely monodentate, without involvement of the sulphonate group in coordination. The results of the pH-metric studies are confirmed by visible and EPR spectrophotometric studies. The taurine complexes are less stable than the analogous complexes of β-alanine due to the decreased basicity of the amino group in the former ligand, and in the case of the Cu(Gly-GlyH-1) complexes due to involvement of the carboxylate group of β-alanine in axial coordination.

KW - Dipeptides

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