Complexes of aminophosphonates. Part 3. Copper(II) complexes of several monophosphono and diphosphono dipeptides

T. Kiss, E. Farkas, Henryk Kozlowski, Zdzislaw Siatecki, Pawel Kafarski, Barbara Lejczak

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The stoicheiometries and stability constants of the proton and copper(II) complexes of several monophosphono dipeptides (where the C-terminal carboxylate group is replaced by a phosphonate moiety) and diphosphono dipeptides (where both the C-terminal carboxylate and the N-terminal amino groups are replaced by phosphonate moieties) have been determined pH-metrically at 25°C and at an ionic strength of 0.2 mol dm-3 (KCl). From the stability data and spectral parameters of the complexes, it has been established that the PO32-/CO2- and PO32-/NH2 substitutions do not significantly change the basic bonding modes of the simple dipeptides. However, the copper(II)-induced deprotonation and co-ordination of the peptide-amide group becomes less favoured, although, similarly to the NH2 group, the terminal PO32- group can act as an anchor to bind the metal ion and thus induce deprotonation of amide NH.

Original languageEnglish
Pages (from-to)1053-1057
Number of pages5
JournalJournal of the Chemical Society, Dalton Transactions
Issue number6
DOIs
Publication statusPublished - 1989

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Dipeptides
Copper
Organophosphonates
Deprotonation
Amides
Ionic strength
Anchors
Metal ions
Protons
Substitution reactions
Peptides

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Complexes of aminophosphonates. Part 3. Copper(II) complexes of several monophosphono and diphosphono dipeptides. / Kiss, T.; Farkas, E.; Kozlowski, Henryk; Siatecki, Zdzislaw; Kafarski, Pawel; Lejczak, Barbara.

In: Journal of the Chemical Society, Dalton Transactions, No. 6, 1989, p. 1053-1057.

Research output: Contribution to journalArticle

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AU - Farkas, E.

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AU - Siatecki, Zdzislaw

AU - Kafarski, Pawel

AU - Lejczak, Barbara

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N2 - The stoicheiometries and stability constants of the proton and copper(II) complexes of several monophosphono dipeptides (where the C-terminal carboxylate group is replaced by a phosphonate moiety) and diphosphono dipeptides (where both the C-terminal carboxylate and the N-terminal amino groups are replaced by phosphonate moieties) have been determined pH-metrically at 25°C and at an ionic strength of 0.2 mol dm-3 (KCl). From the stability data and spectral parameters of the complexes, it has been established that the PO32-/CO2- and PO32-/NH2 substitutions do not significantly change the basic bonding modes of the simple dipeptides. However, the copper(II)-induced deprotonation and co-ordination of the peptide-amide group becomes less favoured, although, similarly to the NH2 group, the terminal PO32- group can act as an anchor to bind the metal ion and thus induce deprotonation of amide NH.

AB - The stoicheiometries and stability constants of the proton and copper(II) complexes of several monophosphono dipeptides (where the C-terminal carboxylate group is replaced by a phosphonate moiety) and diphosphono dipeptides (where both the C-terminal carboxylate and the N-terminal amino groups are replaced by phosphonate moieties) have been determined pH-metrically at 25°C and at an ionic strength of 0.2 mol dm-3 (KCl). From the stability data and spectral parameters of the complexes, it has been established that the PO32-/CO2- and PO32-/NH2 substitutions do not significantly change the basic bonding modes of the simple dipeptides. However, the copper(II)-induced deprotonation and co-ordination of the peptide-amide group becomes less favoured, although, similarly to the NH2 group, the terminal PO32- group can act as an anchor to bind the metal ion and thus induce deprotonation of amide NH.

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