Superoxide dismutase inspired Fe(III)−amino acid complexes covalently grafted onto chloropropylated silica gel – Syntheses, structural characterisation and catalytic activity

Csendes, Zita; Dudás, Csilla; Varga, Gábor; Bajnóczi, Éva G.; Canton, Sophie E.; Sipos, Pál; Pálinkó, István

doi:10.1016/j.molstruc.2012.11.019

Cited by 13 publications

(13 citation statements)

References 17 publications

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“…The amino acid content of SG-Tyr-OMe-Fe(III) and SG-Tyr-OMe-Fe(III)-H-Tyr-OMe is almost the same, suggesting (just as the mid-IR spectra published in Ref. [28]) that the preparation of the complex under ligand-excess conditions was not successful.…”

Section: Analytical Measurementsmentioning

confidence: 83%

“…In the following section, a summary is given based on previously published results [28,29], on the construction, some aspects of structural characterization and SOD-like activity testing of Fe(III)-C-protected uniform or mixed amino acid complexes covalently anchored onto chloropropylated silica gel, inspired by the active centre of the FeSOD enzyme, and an account is provided on these features of newly constructed silica-anchored complexes. Furthermore, the hitherto unpublished results concerning the catalytic activities and selectivities of all these anchored complexes are also communicated here.…”

Section: Introductionmentioning

confidence: 99%

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Fe-amino acid complexes immobilized on silica gel as active and highly selective catalysts in cyclohexene epoxidation

et al. 2015

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In this work, the syntheses, structure, superoxide dismutase (SOD) activity, and the catalytic use in the oxidative transformations of cyclohexene of covalently grafted Fe(III)-complexes formed with various or various combinations of C-protected amino acid (L-histidine, L-tyrosine, L-cysteine and L-cystine) ligands are presented. The structural features of the surface complexes were studied by XANES/EXAFS and mid/far-IR spectroscopies. The compositions of the complexes were determined by ICP-MS and the Kjeldahl method. The SOD activities of the materials were evaluated in a biochemical test reaction. The obtained materials were used as catalysts for the oxidation of cyclohexene with peracetic acid in acetone. Both covalent grafting and building the complex onto the surface of the chloropropylated silica gel were successful in most cases. In many instances, the obtained structures and the coordinating groups were found to substantially vary upon changing the conditions of the syntheses. All the covalently immobilized Fe(III)-complexes displayed SOD activities, and most of them were found to be capable of catalyzing the oxidation of cyclohexene with appreciably high activities and outstanding epoxide selectivities.

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Section: Analytical Measurementsmentioning

confidence: 83%

Section: Introductionmentioning

confidence: 99%

Fe-amino acid complexes immobilized on silica gel as active and highly selective catalysts in cyclohexene epoxidation

et al. 2015

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“…Two methods were applied for the syntheses when mixed ligands were used. Even though the preparation method of these types of anchored complexes has been described previously [14], for the sake of easier tracking the followings, let us briefly repeat the main points, and give the notations.…”

Section: Materials and Methods Of Synthesismentioning

confidence: 99%

“…For this biochemical test reaction, riboflavin, L-methionine, and nitro blue tetrazolium (NBT) were used as was described previously [14]. During the reaction, superoxide radical anions are formed, which give blue adducts with NBT.…”

Section: Catalytic Activity Measurementsmentioning

confidence: 99%

“…The way of the analysis of the FT-IR spectra is shown on the example of the silica-anchored Cu(II)-C-protected histidine. It has been proven previously that the covalent anchoring of C-protected histidine was successful and the C-protecting group hydrolyzed, due to the basic conditions, and was present as a carboxylate group in the sample [14]. The coordinating groups were identified through comparing the difference mid IR spectrum (the spectrum of the support was subtracted) of the silica gel grafted histidine-SG-His-OMe (Fig.…”

Section: Characterization Of the Catalystsmentioning

confidence: 99%

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Bioinspired covalently grafted Cu(II)–C protected amino acid complexes: selective catalysts in the epoxidation of cyclohexene

Varga

Timár

Schemhl

et al. 2014

Reac Kinet Mech Cat

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In this work, the syntheses of covalently grafted C-protected Cu(II)-amino acid (methylesters of L-histidine and L-cystine) uniform and mixed ligand complexes with two different amino acid esters are described using chloropropylated silica gel as the support. The conditions of the syntheses were systematically altered. The structural features of the substances obtained were studied by the Kjeldahl method, ICP-MS, X-ray absorption and mid/far infrared spectroscopies. The superoxide dismutase-like activities of the materials were determined in a biochemical test reaction and these substances were also tested as catalysts in the oxidation of cyclohexene. It was possible to prepare metal ion-amino acid complexes grafted with covalent bonds onto the supports. All the covalently anchored materials displayed superoxide dismutase-like activity and most of them were active in the oxidation of cyclohexene, providing the epoxide with high selectivity.

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Immobilization of Superoxide Dismutase on Polyelectrolyte‐Functionalized Titania Nanosheets

2017

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The superoxide dismutase (SOD) enzyme was successfully immobilized on titania nanosheets (TNS) functionalized with the poly(diallyldimethylammonium chloride) (PDADMAC) polyelectrolyte. The TNS-PDADMAC solid support was prepared by hydrothermal synthesis followed by self-assembled polyelectrolyte layer formation. It was found that SOD strongly adsorbed onto oppositely charged TNS-PDADMAC through electrostatic and hydrophobic interactions. The TNS-PDADMAC-SOD material was characterized by light scattering and microscopy techniques. Colloidal stability studies revealed that the obtained nanocomposites possessed good resistance against salt-induced aggregation in aqueous suspensions. The enzyme kept its functional integrity upon immobilization; therefore, TNS-PDADMAC-SOD showed excellent superoxide radical anion scavenging activity. The developed system is a promising candidate for applications in which suspensions of antioxidant activity are required in the manufacturing processes.

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Superoxide dismutase inspired Fe(III)−amino acid complexes covalently grafted onto chloropropylated silica gel – Syntheses, structural characterisation and catalytic activity

Cited by 13 publications

References 17 publications

Fe-amino acid complexes immobilized on silica gel as active and highly selective catalysts in cyclohexene epoxidation

Fe-amino acid complexes immobilized on silica gel as active and highly selective catalysts in cyclohexene epoxidation

Bioinspired covalently grafted Cu(II)–C protected amino acid complexes: selective catalysts in the epoxidation of cyclohexene

Immobilization of Superoxide Dismutase on Polyelectrolyte‐Functionalized Titania Nanosheets

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