Studies on transition-metal–peptide complexes. Part 9. Copper( II ) complexes of tripeptides containing histidine
Abstract
Copper(II) complexes of the histidine-containing tripeptides glyclyl-L-histidylglycine (GlyHisGly), glycylglycyl-L-histidine (GlyGlyHis), and L-pyroglutamyl-L-histidyl-L-prolinamide (trf), and the dipeptide L-pyroglutamyl-L-histidine methyl ester (pghme), have been studied by pH-metric and spectrophotometric methods. It was found that, similarly as for glycyl-L-histidine (GlyHis), GlyHisGly forms a complex [CuAH–1], but bis complexes are also formed in low concentration. For GlyGlyHis, only the highly stable species [CuAH–2]– is formed. A complex [CuAH–2]– is also formed with trf and pghme which indicates that the prolinamide side-chain in trf does not take part in the co-ordination. The sequence of deprotonation of the N1H group of the imidazole side-chain is as follows: GlyHisGly > GlyHis > pghme > trf > GlyGlyHis.
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The assignment of the deprotonation to a water molecule instead of an imidazole N1 from another Cu(GHK) complex is rationalized by the lack of drastic changes of CD parameters expected upon formation of imidazole-bridged dimeric or tetrameric species.
“The aforementioned assignment of the deprotonation to a water molecule instead of an imidazole N1 from another Cu(GHK) complex (with concomitant polynuclear species formation) is rationalized by the lack of drastic changes of CD parameters that would be expected upon formation of imidazole-bridged dimeric or tetrameric species [21,22,23].”
From Ternary Cu(II) Complex with GHK Peptide and Cis-Urocanic Acid as a Potential Physiologically Functional Copper Chelate (2020) · cites this paper as [22]
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Cited by 68
- Authors
- Farkas, E., Sóvágó, I., Kiss, T., & Gergely, A.
- Venue
- J. Chem. Soc., Dalton Trans.
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 1984
- Issue
- 4
- Pages
- 611-614
- ISSN
- 1364-5447 (ISSN-L)
- 0300-9246
- OpenAlex
- W2165017476
- Cited by
- 68
- References
- 0
- Citations by year
- 2026: 1 · 2025: 1 · 2024: 1 · 2020: 5 · 2018: 2 · 2017: 2 · 2016: 4 · 2015: 1 · 2014: 3 · 2013: 1 · 2012: 1
- FWCI
- 0.37
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the Chemical Society Dalton Transactions (publishedVersion)
- Funders
- Gedeon Richter
- Topics
- Health Sciences › Medicine › Oncology › Metal complexes synthesis and properties
- Physical Sciences › Chemistry › Organic Chemistry › Inorganic and Organometallic Chemistry
- Physical Sciences › Chemical Engineering › Filtration and Separation › Chemical and Physical Properties in Aqueous Solutions
- Keywords
- copper(II) complexes, coordination chemistry, metal-peptide complexes
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