Configuration-dependent complex formation between Ca(II) and sugar carboxylate ligands in alkaline medium: Comparison of L-gulonate with D-gluconate and D-heptaguconate

Bence Kutus, Csilla Dudás, G. Peintler, I. Pálinkó, P. Sipos

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The calcium sugar carboxylate interactions in hyperalkaline solutions are of relevance in radioactive waste repositories and in certain industrial processes. The complex formation between L-gulonate and Ca2+ ions was studied in strongly alkaline medium at 25 °C and 1 M ionic strength and was compared with previous results reported for D-gluconate and D-heptagluconate. The deprotonation of the ligand was confirmed by potentiometric and 13C NMR spectroscopic measurements. Pronounced pH effects were seen in the presence of Ca2+ indicating strong complex formation. By the evaluation of the experimental data, two highly stable trinuclear species, Ca3Gul2H–3 + and the Ca3Gul2H–4 0, are formed in alkaline aqueous solutions. Polarimetric as well as 1H NMR spectroscopic measurements attested that the increased complex stability was due to the formation of strong metal ion - alcoholate interactions. Moreover, the 1H NMR spectra of the three anions refer to the role of configuration in metal ion-binding. That is, the participation of the C3-OH or C4-OH group is governed by the relative position (i.e., threo or erythro) of the C2-OH and C3-OH groups.

Original languageEnglish
Pages (from-to)34-40
Number of pages7
JournalCarbohydrate Research
Volume460
DOIs
Publication statusPublished - May 2 2018

Fingerprint

Sugars
Nuclear magnetic resonance
Ions
Ligands
Metal ions
Metals
pH effects
Radioactive Waste
Deprotonation
Ionic strength
Osmolar Concentration
Anions
Calcium
gluconic acid
gulonic acid
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

Keywords

  • Calcium
  • Complexation
  • Configuration-dependence
  • D-gluconate
  • D-heptagluconate
  • L-gulonate

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Cite this

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title = "Configuration-dependent complex formation between Ca(II) and sugar carboxylate ligands in alkaline medium: Comparison of L-gulonate with D-gluconate and D-heptaguconate",
abstract = "The calcium sugar carboxylate interactions in hyperalkaline solutions are of relevance in radioactive waste repositories and in certain industrial processes. The complex formation between L-gulonate and Ca2+ ions was studied in strongly alkaline medium at 25 °C and 1 M ionic strength and was compared with previous results reported for D-gluconate and D-heptagluconate. The deprotonation of the ligand was confirmed by potentiometric and 13C NMR spectroscopic measurements. Pronounced pH effects were seen in the presence of Ca2+ indicating strong complex formation. By the evaluation of the experimental data, two highly stable trinuclear species, Ca3Gul2H–3 + and the Ca3Gul2H–4 0, are formed in alkaline aqueous solutions. Polarimetric as well as 1H NMR spectroscopic measurements attested that the increased complex stability was due to the formation of strong metal ion - alcoholate interactions. Moreover, the 1H NMR spectra of the three anions refer to the role of configuration in metal ion-binding. That is, the participation of the C3-OH or C4-OH group is governed by the relative position (i.e., threo or erythro) of the C2-OH and C3-OH groups.",
keywords = "Calcium, Complexation, Configuration-dependence, D-gluconate, D-heptagluconate, L-gulonate",
author = "Bence Kutus and Csilla Dud{\'a}s and G. Peintler and I. P{\'a}link{\'o} and P. Sipos",
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T1 - Configuration-dependent complex formation between Ca(II) and sugar carboxylate ligands in alkaline medium

T2 - Comparison of L-gulonate with D-gluconate and D-heptaguconate

AU - Kutus, Bence

AU - Dudás, Csilla

AU - Peintler, G.

AU - Pálinkó, I.

AU - Sipos, P.

PY - 2018/5/2

Y1 - 2018/5/2

N2 - The calcium sugar carboxylate interactions in hyperalkaline solutions are of relevance in radioactive waste repositories and in certain industrial processes. The complex formation between L-gulonate and Ca2+ ions was studied in strongly alkaline medium at 25 °C and 1 M ionic strength and was compared with previous results reported for D-gluconate and D-heptagluconate. The deprotonation of the ligand was confirmed by potentiometric and 13C NMR spectroscopic measurements. Pronounced pH effects were seen in the presence of Ca2+ indicating strong complex formation. By the evaluation of the experimental data, two highly stable trinuclear species, Ca3Gul2H–3 + and the Ca3Gul2H–4 0, are formed in alkaline aqueous solutions. Polarimetric as well as 1H NMR spectroscopic measurements attested that the increased complex stability was due to the formation of strong metal ion - alcoholate interactions. Moreover, the 1H NMR spectra of the three anions refer to the role of configuration in metal ion-binding. That is, the participation of the C3-OH or C4-OH group is governed by the relative position (i.e., threo or erythro) of the C2-OH and C3-OH groups.

AB - The calcium sugar carboxylate interactions in hyperalkaline solutions are of relevance in radioactive waste repositories and in certain industrial processes. The complex formation between L-gulonate and Ca2+ ions was studied in strongly alkaline medium at 25 °C and 1 M ionic strength and was compared with previous results reported for D-gluconate and D-heptagluconate. The deprotonation of the ligand was confirmed by potentiometric and 13C NMR spectroscopic measurements. Pronounced pH effects were seen in the presence of Ca2+ indicating strong complex formation. By the evaluation of the experimental data, two highly stable trinuclear species, Ca3Gul2H–3 + and the Ca3Gul2H–4 0, are formed in alkaline aqueous solutions. Polarimetric as well as 1H NMR spectroscopic measurements attested that the increased complex stability was due to the formation of strong metal ion - alcoholate interactions. Moreover, the 1H NMR spectra of the three anions refer to the role of configuration in metal ion-binding. That is, the participation of the C3-OH or C4-OH group is governed by the relative position (i.e., threo or erythro) of the C2-OH and C3-OH groups.

KW - Calcium

KW - Complexation

KW - Configuration-dependence

KW - D-gluconate

KW - D-heptagluconate

KW - L-gulonate

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