scholarly journals Trends and Exceptions in the Interaction of Hydroxamic Acid Derivatives of Common Di- and Tripeptides with Some 3d and 4d Metal Ions in Aqueous Solution

Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 3941 ◽  
Author(s):  
Ozsváth ◽  
Bíró ◽  
Nagy ◽  
Buglyó ◽  
Sanna ◽  
...  

By using various techniques (pH-potentiometry, UV-Visible spectrophotometry, 1H and 17O-NMR, EPR, ESI-MS), first time in the literature, solution equilibrium study has been performed on complexes of dipeptide and tripeptide hydroxamic acids—AlaAlaNHOH, AlaAlaN(Me)OH, AlaGlyGlyNHOH, and AlaGlyGlyN(Me)OH—with 4d metals: the essential Mo(VI) and two half-sandwich type cations, [(η6-p-cym)Ru(H2O)3]2+ as well as [(η5-Cp*)Rh(H2O)3]2+, the latter two having potential importance in cancer therapy. The tripeptide derivatives have also been studied with some biologically important 3d metals, such as Fe(III), Ni(II), Cu(II), and Zn(II), in order to compare these new results with the corresponding previously obtained ones on dipeptide hydroxamic acids. Based on the outcomes, the effects of the type of metal ions, the coordination number, the number and types of donor atoms, and their relative positions to each other on the complexation have been evaluated in the present work. We hope that these collected results might be used when a new peptide-based hydroxamic acid molecule is planned with some purpose, e.g. to develop a potential metalloenzyme inhibitor.

RSC Advances ◽  
2015 ◽  
Vol 5 (11) ◽  
pp. 8094-8107 ◽  
Author(s):  
János Patalenszki ◽  
Linda Bíró ◽  
Attila Csaba Bényei ◽  
Tereza Radosova Muchova ◽  
Jana Kasparkova ◽  
...  

Half-sandwich type platinum metal ions form stable 1 : 1 complexes with dl-methionine and S-methyl-l-cysteine resulting in diastereomers that epimerize at the S donor.


1980 ◽  
Vol 35 (6) ◽  
pp. 727-730
Author(s):  
Oemer Saygin ◽  
Peter Decker

Abstract Nonenzymatic catalysis by bivalent ions of Be, Mg, Ca, Zn, Mn, Ni and Co and bioorganic phosphates of the formation of hydroxamic acids from acetate or amino acids has been studied systematically. Increased yields of hydroxamate were observed at particular combinations of reactants. The most prominent increase (ca. 15-fold) was found with acetate and Ni++, and with a combination of ATP and Be++. Among others especially ribose-5-phosphate and glucose-5-phosphate enhanced yields in the presence of most metal ions. Since no release of inorganic phosphate was observed, this effect cannot be interpreted as an evidence for intermediate transhosphorylation reactions; it may also result from simple catalytic effects of metal sugar complexes.


Author(s):  
Nuha Y. Elamin ◽  
Elmugdad Ahmed Ali

The hydroxamic acid was prepared by the partial reduction of p- nitro toluene to give N-p-tolyl hydroxyl amine which was coupled with benzoyl chloride to give N-p-tolyl-N-benzohydroxamic acid.The hydroxamic acid prepared was identified by their characteristic colored reaction with vanadium (V) and iron (lll), melting point, I.R.  spectra, 1H NMR and mass spectrometry.The extractive properties of hydroxamic acids towards the metal ions like Fe (lll), Cu (ll), Ni (ll) and Co (ll) were examined using appropriate organic solvent. N-p- tolyl -N-benzohydroxamic acid was found to have a maximum extraction for Fe (lll) 75.10% at pH 5.0, Cu (ll) 99.81% at pH 5.0, Ni (ll) 59.45% at pH 7.0 and Co (ll) 99.40% at pH 10.0.The  hydroxamic acid was found to extract efficiently metals like Ni (ll) in neutral pH values, Fe (lll), Cu (ll), in pH near to neutral and Co (ll) at alkali pH values.


1969 ◽  
Vol 22 (1) ◽  
pp. 175 ◽  
Author(s):  
JH Bowie ◽  
MTW Hearn ◽  
AD Ward

Aryl hydroxamic acid derivatives fragment in a diagnostic manner upon electron impact. A hydroxamic acid containing both styryl and benzyl substituents undergoes skeletal-rearrangement of the type ABC → AC+B. The mass spectra of the O- and N-acetyl derivatives of O- benzylhydroxamic acids are indistinguishable. M-CO2 fragments are again observed in the mass spectra of several substituted phthalimides.


1977 ◽  
Vol 30 (9) ◽  
pp. 2031 ◽  
Author(s):  
MTW Hearn ◽  
AD Ward

Amidic hydroxamic acid and dihydroxamic acid derivatives of maleic, phthalic, fumaric and succinic acids have been prepared and their properties and reactions studied. In particular suitably oriented derivatives of these systems have been investigated to ascertain whether they are capable of existing in, or reacting through, various cyclol tautomers. Attempts to trap the cyclol tautomers are described and these results, together with other indirect chemical evidence as well as the spectral data, suggest that the cyclol tautomer may be present in some cases, in contrast to the corresponding diamides which do not show similar behaviour.


2019 ◽  
Vol 10 (29) ◽  
pp. 7009-7022 ◽  
Author(s):  
Tobias Johann ◽  
Jennifer Keth ◽  
Matthias Bros ◽  
Holger Frey

Polyethers (PEG) with hydroxamic acid groups enable chelation of a variety of metal ions, coating of metal oxide surfaces and stabilization of nanoparticles. In contrast to catechol, hydroxamic acids are oxidation stable and biocompatible.


2021 ◽  
Author(s):  
Vivekshinh Kshtriya ◽  
Bharti Koshti ◽  
Nidhi Gour

<p>In this manuscript, we report for the very first time synthesis of a new purple azo dye (E)-1-((5-methoxy thiazolo[4,5-b]pyridin-2-yl) diazenyl) naphthalen-2-ol (<b>TPN1</b>). <b>TPN1</b> also exhibits very interesting sensing behavior and can be potentially used for highly selective and sensitive detection of Cu<sup>2+</sup>, Sn<sup>2+</sup> and Al<sup>3+</sup>. The changes in the absorption properties of <b>TPN1 </b>in the presence of various cations were studied extensively by UV visible spectroscopy. <b>TPN1 </b>dye which exhibits purple color changes to blue, orange, and lavender color respectively on addition of Cu<sup>2+</sup>, Sn<sup>2+,</sup> and Al<sup>3+</sup> ions respectively. Notably, <b>TPN1</b> reveal different color with the number of metal ions but the peak shifting could be observed only with three metal ions in solution. Addition of Cu<sup>2+</sup> to <b>TPN1</b> caused bathochromic shift, while in the case of Sn<sup>2+</sup> and Al<sup>3+</sup> a hypsochromic effect could be observed through UV-visible spectroscopy.</p>


2021 ◽  
Author(s):  
Vivekshinh Kshtriya ◽  
Bharti Koshti ◽  
Nidhi Gour

<p>In this manuscript, we report for the very first time synthesis of a new purple azo dye (E)-1-((5-methoxy thiazolo[4,5-b]pyridin-2-yl) diazenyl) naphthalen-2-ol (<b>TPN1</b>). <b>TPN1</b> also exhibits very interesting sensing behavior and can be potentially used for highly selective and sensitive detection of Cu<sup>2+</sup>, Sn<sup>2+</sup> and Al<sup>3+</sup>. The changes in the absorption properties of <b>TPN1 </b>in the presence of various cations were studied extensively by UV visible spectroscopy. <b>TPN1 </b>dye which exhibits purple color changes to blue, orange, and lavender color respectively on addition of Cu<sup>2+</sup>, Sn<sup>2+,</sup> and Al<sup>3+</sup> ions respectively. Notably, <b>TPN1</b> reveal different color with the number of metal ions but the peak shifting could be observed only with three metal ions in solution. Addition of Cu<sup>2+</sup> to <b>TPN1</b> caused bathochromic shift, while in the case of Sn<sup>2+</sup> and Al<sup>3+</sup> a hypsochromic effect could be observed through UV-visible spectroscopy.</p>


2012 ◽  
Vol 1383 ◽  
Author(s):  
Scott Edwards ◽  
Fabrice Andrieux ◽  
Colin Boxall ◽  
Robin Taylor ◽  
David Woodhead

ABSTRACTSimple Hydroxamic acids (XHAs) are salt free, organic compounds with affinities for hard cations such as Fe3+, Np4+, Pu4+ and have been identified as suitable reagents for the control of Pu and Np in advanced nuclear fuel reprocessing. Building upon previous work on the neptunium(IV)-formohydroxamic(FHA) acid system [1], a model that describes the hydrolysis of the acetohydroxamate moiety has been extended to include hydrolysis of bishydroxamatoneptunium(IV) complex. The model has been used to determine the rate constants for hydrolysis of mono- and bis-acetohydroxamatoneptunium(IV) at 25 °C, which were found to be 1.0×10-5 dm3 mol-1 s-1 and 5.0×10-5 dm3 mol-1 s-1, respectively.


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