Potentiometric and spectroscopic studies on the copper(II) complexes of peptide hormones containing disulfide bridges

Danyi, Péter; Várnagy, Katalin; Sóvágó, Imre; Schön, István; Sanna, Daniele; Micera, Giovanni

doi:10.1016/0162-0134(95)00003-7

Cited by 21 publications

(43 citation statements)

References 15 publications

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“…Oxytocin is a cyclic peptide that also has been shown to have a structure ideally suited for metal complexation [17]. The data presented here suggest that copper complexes of all four peptides studied were produced quickly and completely using on-capillary complexation.…”

Section: Effect Of Temperature and Copper Ion Concentration On Complementioning

confidence: 70%

Optimization of the conditions for biuret complex formation for the determination of peptides by capillary electrophoresis with ultraviolet detection

Gawron

Lunte

2000

Electrophoresis

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Capillary electrophoresis with UV detection was utilized to optimize copper complexation conditions for the analysis of neuropeptides. Complexation was confirmed by monitoring the response at a visible wavelength. Four complexation strategies were used to compare the UV respone of native peptides and their respective copper complexes. All four strategies resulted in complete complexation, but on-capillary complexation provided significant advantages over precapillary and pre-/on-capillary. An increase in UV absorbance along with peak stacking resulted in a significantly greater response using the on-capillary technique. Also, on-capillary complexation does not require dilution of the sample. The effects of temperature and copper concentration were also investigated. The utility of this method for the separation of an enkephalin peptide mixture is presented.

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Section: Effect Of Temperature and Copper Ion Concentration On Complementioning

confidence: 70%

Optimization of the conditions for biuret complex formation for the determination of peptides by capillary electrophoresis with ultraviolet detection

Gawron

Lunte

2000

Electrophoresis

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“…The lack of a terminal amine due to the disulfide bridge actually provides a structure that is ideally suited for metal complexation [26]. The location of the disulfide group results in significantly lower pK a values for the complexing amino groups compared to regular oligopeptides.…”

Section: Response Comparison Between Peptidecopper Complexesmentioning

confidence: 99%

Detection of neuropeptides using on-capillary copper complexation and capillary electrophoresis with electrochemical detection

Gawron

Lunte

2000

Electrophoresis

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Capillary electrophoresis with electrochemical detection using a carbon fiber electrode in conjunction with on-capillary copper complexation was evaluated for the determination of peptides in standard and biological matrices. Peptides composed of 2-10 amino acids were investigated. A comparison was made between the responses obtained for peptides containing the oxidizable residue tyrosine and those obtained for their respective copper complexes. Electrochemical detection of non-tyrosine-containing peptides and a cyclic peptide was also demonstrated. A separation of leucine (Leu)-enkephalin and five metabolites was developed and then used for the investigation of Leu-enkephalin metabolism in plasma. The appearance of the des-tyrosine (des-Tyr) Leu-enkephalin, which cannot be detected directly at a carbon electrode, was monitored using the on-capillary complexation technique. Direct injection of the plasma sample was possible using this methodology.

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“…were both regarded to form 4N co-ordination structures in pH 8~9. 13,18 In the present study, we focus on the binding site between the nine amino acids comprising oxytocin and the metal ions (cu 2+ and Ni…”

Section: Europeanmentioning

confidence: 99%

“…[5][6][7] A first b-turn structure was proposed in a cyclic cys1-tyr2-Ile3-Gln4-Asn5-cys6 pentapeptide involving the sequence tyr2-Ile3-Gln4-Asn5, and a second b-turn structure was proposed in the c-terminal sequence cys6-Pro7-Leu8-Gly9.the structure of oxytocin complexed with a receptor 8-9 and the biological activities of [metal ion---oxytocin] complex [10][11][12][13][14][15][16][17] have been studied by many research groups. …”

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Determination of a Binding Site of Cu and Ni Metal Ions with Oxytocin Peptide by Electrospray Tandem Mass Spectrometry and Multiple Mass Spectrometry

Jeong

Kim

2009

Eur J Mass Spectrom (Chichester)

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All rights reserved EuroPEAN JourNAL of MASS SPEctroMEtry oxytocin secreted in the posterior pituitary is a well characterized peptide hormone that elicits contraction of the uterus, smoothes muscles during lactation and feels an affinity with the brain.1 oxytocin consists of nine amino acids (cysteine1-tyrosine2-Isoluecine3-Glutamine4-Asparagine5-cysteine6-Proline7-Leucine8-Glycine9) and an amidated c-terminus.2 the synthesis of an octapeptide amide with the hormonal activity was reported by Vigneaud et al. 3 A cyclic structure involving the formation of a cys1-cys6 disulfide bridge of oxytocin has been proposed.2,4 two b-turn structures were also reported on the basis of the results of NMr spectroscopy experiments involving oxytocin. [5][6][7] A first b-turn structure was proposed in a cyclic cys1-tyr2-Ile3-Gln4-Asn5-cys6 pentapeptide involving the sequence tyr2-Ile3-Gln4-Asn5, and a second b-turn structure was proposed in the c-terminal sequence cys6-Pro7-Leu8-Gly9.the structure of oxytocin complexed with a receptor 8-9 and the biological activities of [metal ion---oxytocin] complex [10][11][12][13][14][15][16][17] have been studied by many research groups.

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Potentiometric and spectroscopic studies on the copper(II) complexes of peptide hormones containing disulfide bridges

Cited by 21 publications

References 15 publications

Optimization of the conditions for biuret complex formation for the determination of peptides by capillary electrophoresis with ultraviolet detection

Optimization of the conditions for biuret complex formation for the determination of peptides by capillary electrophoresis with ultraviolet detection

Detection of neuropeptides using on-capillary copper complexation and capillary electrophoresis with electrochemical detection

Determination of a Binding Site of Cu and Ni Metal Ions with Oxytocin Peptide by Electrospray Tandem Mass Spectrometry and Multiple Mass Spectrometry

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