Oxidation of methionine residue in Gly-Met dipeptide induced by [Au(en)Cl2]+ and influence of the chelated ligand on the rate of this redox process

Glišić, Biljana Đ.; Djuran, Miloš I.; Stanić, Zorka; Rajković, Snežana

doi:10.1007/s13404-013-0108-7

Cited by 17 publications

(8 citation statements)

References 38 publications

(49 reference statements)

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“…However, methionine, unlike the other gold-reducing amino acids, does not form separate gold crystals in the bulk of the solution [15]. In addition, methionine plays the key role as the antioxidant, which defends the structure and stability of proteins [29][30][31][32][33]. Methionine is a sulfur-containing amino acid.…”

Section: Fabrication and Characterization Of Nife 2 O 4 @Aumentioning

confidence: 99%

“…Even though lots of research has been done, the chemical mechanism of methionine oxidation by [AuCl 4 ] − ions is still not understood. According to the literature data [32,33], the reaction mechanism takes place in a few steps. The first step is a very fast coordination of methionine (Met) to the Au(III) ion.…”

Section: Fabrication and Characterization Of Nife2o4@aumentioning

confidence: 99%

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Synthesis and Characterization of Core–Shell Magnetic Nanoparticles NiFe2O4@Au

Saykova

Сайкова

Mikhlin

et al. 2020

Metals

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In this study, NiFe2O4@Au core–shell nanoparticles were prepared by the direct reduction of gold on the magnetic surface using amino acid methionine as a reducer and a stabilizing agent simultaneously. The obtained nanoparticles after three steps of gold deposition had an average size of about 120 nm. The analysis of particles was performed by X-ray diffraction, transmission electron microscopy, X-ray photoelectron spectroscopy, and UV-Vis spectroscopy techniques. The results indicate successful synthesis of core–shell particles with the magnetic core, which consists of a few agglomerated nickel ferrite crystals with an average size 25.2 ± 2.0 nm, and the thick gold shell consists of fused Au0 nanoparticles (NPs). Magnetic properties of the obtained nanoparticles were examined with magnetic circular dichroism. It was shown that the magnetic behavior of NiFe2O4@Au NPs is typical for superparamagnetic NPs and corresponds to that for NiFe2O4 NPs without a gold shell. The results indicate the successful synthesis of core–shell particles with the magnetic nickel ferrite core and thick gold shell, and open the potential for the application of the investigated hybrid nanoparticles in hyperthermia, targeted drug delivery, magnetic resonance imaging, or cell separation. The developed synthesis strategy can be extended to other metal ferrites and iron oxides.

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Section: Fabrication and Characterization Of Nife 2 O 4 @Aumentioning

confidence: 99%

Section: Fabrication and Characterization Of Nife2o4@aumentioning

confidence: 99%

Synthesis and Characterization of Core–Shell Magnetic Nanoparticles NiFe2O4@Au

Saykova

Сайкова

Mikhlin

et al. 2020

Metals

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“…While many studies have been conducted on the topic, the mechanism of the methionine oxidation by [AuCl4] − ions is not completely clear. According to [41,[56][57][58], the reaction occurs in two steps. At the first step, methionine rapidly coordinates as a bidentate S-and N-donor ligand with Au (III) ion and forms an intermediate complex [AuCl2(HMet)] 2+ (for acidic solutions) or [AuCl2(Met)] + (for alkaline solutions).…”

Section: Samplementioning

confidence: 99%

Hybrid Nanoparticles Based on Cobalt Ferrite and Gold: Preparation and Characterization

Сайкова¹,

Pavlikov²,

Трофимова³

et al. 2021

Preprint

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During the past few decades, hybrid nanoparticles (HNPs) based on a magnetic material and gold have attracted interest for applications in catalysis, diagnostics and nanomedicine. In this paper, magnetic CoFe2O4/Au HNPs with an average particle size of 10–20 nm decorated with 2-nm gold clusters were prepared using methionine as a reducer and an anchor between CoFe2O4 and gold. The obtained nanoparticles were studied by X-Ray diffraction (XRD), transmission electron microscopy (TEM), Fourier-transform infrared (FT-IR) spectroscopy and X-Ray photoelectron spectroscopy (XPS) and UV-Vis spectroscopy techniques. The TEM images of the HNPs obtained after one, six and ten gold deposition cycles showed that the surface of cobalt ferrite was covered with gold nanoclusters, which slightly increased with an increase in the number of gold deposition cycles (from 2.12 ± 0.15 nm after one cycle to 2.46 ± 0.13 nm after ten cycles) without any change in surface density. The magnetic measurements showed that the obtained HNPs possessed typical ferrimagnetic behaviour, which corresponds to that of CoFe2O4 nanoparticles. The toxicity evaluation of the synthesised HNPs on Chlorella vulgaris indicated that they can be applied to biomedical applications such as magnetic hyperthermia, photothermal therapy, drug delivery, bioimaging and biosensing.

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“…The toxic effects arise due to the coordination of thiol and thioether groups of the side chain in proteins, peptides, and amino acids followed by reduction of gold(III) to gold(I) and subsequently to toxic gold(0) . Electrochemistry of interaction for guanosine‐5‐phosphate with gold(III) ethylenediamine complexes was studied by Zhu et al The interaction of dipeptide Gly–Met with gold(III) ethylenediamine showed the formation of Gly–Met sulfoxide along with free ethylenediamine ligand through a two‐step decomposition reaction . The substitution and reduction steps for the reaction of some gold(III) complexes with biological thiols, l ‐cysteine, and GSH, were studied in details by Durović et al .…”

Section: Introductionmentioning

confidence: 99%

Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry

Omer

Seliman

Al-Mohsin

et al. 2017

Int J of Chemical Kinetics

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The interaction of gold(III) complexes [Au(en)Cl2]Cl, [Au(en)2]Cl3, [Au(cis‐DACH)Cl2]Cl, and [Au(cis‐DACH)2]Cl3 (en = ethylenediamine, DACH = cis‐1,2‐diaminocyclohexane) with biologically important thiols, such as glutathione (GSH), dl‐penicillamine (PSH), mercaptoacetic acid (MAA), and N‐(2‐mercaptopropionyl)glycine (MPG), has been studied using 1H, 13C NMR, UV–vis spectroscopy and electrochemistry in aqueous solution. Kinetic data revealed that the reactivity of their substitution reaction followed the order: [Au(en)Cl2]+ > [Au(en)2]3+ > [Au(cis‐DACH)Cl2]+ > [Au(cis‐DACH)2]3+. The thiol reactivity increased with decreasing its size, viz. MAA ≫ MPG > PSH > GSH. Square wave stripping voltammetry displayed peaks for Au(III) and Au(I) at +0.875 V and +1.4 V respectively. The interaction of the complexes with thiols resulted in reduction of gold(III) to gold(I) and thiol ligands (RSH) were oxidized to disulfide (RSSR).

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Oxidation of methionine residue in Gly-Met dipeptide induced by [Au(en)Cl2]+ and influence of the chelated ligand on the rate of this redox process

Abstract: . The finding that the oxidation of sulfur-containing peptides and proteins can be inhibited by structural modifications of gold(III) complexes introducing polydentate nitrogen-containing ligands can contribute in designing new gold(III) complexes with lower toxic side effects.

Cited by 17 publications

References 38 publications

Synthesis and Characterization of Core–Shell Magnetic Nanoparticles NiFe2O4@Au

Synthesis and Characterization of Core–Shell Magnetic Nanoparticles NiFe2O4@Au

Hybrid Nanoparticles Based on Cobalt Ferrite and Gold: Preparation and Characterization

Study of the Interaction of Some Potential Anticancer Gold(III) Complexes with Biologically Important Thiols Using NMR, UV–Vis, and Electrochemistry

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