A proton nuclear magnetic resonance study of the interaction of cadmium with human erythrocytes

Rabenstein, Dallas L.; Isab, Anvarhusein A.; Kadima, Webe; Mohanakrishnan, P.

doi:10.1016/0167-4889(83)90057-5

Cited by 43 publications

(21 citation statements)

References 14 publications

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“…There is also experimental evidence supporting the hypothesis that Cd 2+ can form linear II coordinate covalent complexes with certain sulfhydryl-containing biomolecules, such as GSH, Cys, or Hcy in certain compartments of the body (Rabenstein, 1989;Rabenstein et al, 1983). Much like mercuric conjugates of these molecules, the Cd-containing complexes may serve or behave as molecular mimics of endogenous amino acids, oligopeptides, organic anions, or organic cations at the site of membrane transporters of these substrates.…”

Section: Cadmiummentioning

confidence: 92%

Molecular and ionic mimicry and the transport of toxic metals

Bridges

Zalups

2005

Toxicology and Applied Pharmacology

676

460

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Despite many scientific advances, human exposure to, and intoxication by, toxic metal species continues to occur. Surprisingly, little is understood about the mechanisms by which certain metals and metal-containing species gain entry into target cells. Since there do not appear to be transporters designed specifically for the entry of most toxic metal species into mammalian cells, it has been postulated that some of these metals gain entry into target cells, through the mechanisms of ionic and/or molecular mimicry, at the site of transporters of essential elements and/or molecules. The primary purpose of this review is to discuss the transport of selective toxic metals in target organs and provide evidence supporting a role of ionic and/or molecular mimicry. In the context of this review, molecular mimicry refers to the ability of a metal ion to bond to an endogenous organic molecule to form an organic metal species that acts as a functional or structural mimic of essential molecules at the sites of transporters of those molecules. Ionic mimicry refers to the ability of a cationic form of a toxic metal to mimic an essential element or cationic species of an element at the site of a transporter of that element. Molecular and ionic mimics can also be sub-classified as structural or functional mimics. This review will present the established and putative roles of molecular and ionic mimicry in the transport of mercury, cadmium, lead, arsenic, selenium, and selected oxyanions in target organs and tissues.

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Section: Cadmiummentioning

confidence: 92%

Molecular and ionic mimicry and the transport of toxic metals

Bridges

Zalups

2005

Toxicology and Applied Pharmacology

676

460

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“…Also, they are able to obtain mono-S-glutathionyl-cadmium(II) but not the corresponding homodimeric conjugate [19]. It is even worth noting that Rabenstein and coworkers [30] were able to observe differences among some examined thiols in their ability to release cadmium from its glutathione-bound form in human erythrocytes, cysteine being more effective than N-acetylcysteine. Differences in the experimental conditions employed for sample preparation and for mass spectrometric analysis (e.g., the use of a heated capillary for electrospray in the employed ion trap mass spectrometer) may explain some of the observed discrepancies and point to the necessity of performing quantitative measurements of the solution equilibria of metal-thiolate systems by mass spectrometry, to compare with those obtained with other electrochemical [11][12][13] and spectroscopic techniques [31].…”

Section: Discussionmentioning

confidence: 97%

Electrospray ionization and triple quadrupole tandem mass spectrometry study of some biologically relevant homo- and heterodimeric cadmium thiolate conjugates

Rubino

Pitton

Brambilla

et al. 2006

J. Am. Soc. Mass Spectrom.

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A series of 19 compounds of general formula R1S-Cd-SR2, R1, and R2, being some biologically relevant thiol amino acids and peptides, were prepared by direct reaction of cadmium(II) ions and thiols in water at millimolar concentration. The obtained products were characterized by electrospray ionization and triple quadrupole tandem mass spectrometry. The source spectra of stoichiometric 1:2 Cd-thiol systems containing either an individual thiol or equimolar mixtures of two different thiols featured several Cd-containing signals, although at much lesser intensity than in the previously reported experiments with mercury(II) (J. Am. Soc. Mass Spectrom. 2004, 15, 288-300). Also, the relative intensity of the homo- and heterodimeric thiolates were significantly different from the theoretically expected 1:2:1 ratio, thus pointing at some degree of discrimination between the different thiols. In particular, homo-cysteine showed much less reactivity than cysteine, and penicillamine and cysteine methyl ester much less than the free amino acid. The fragment spectra show structure-specific ions for the different ligands bound to the metal ion and allow a stand-alone determination of the connectivity also of isomeric pairs. The fragmentation pathways are similar to those observed for the corresponding mercury(II) analogues, with the addition of further intense and specific fragments, one formally carrying a Cd-bound OH ligand and one connected as a five-membered oxazolone carrying a cadmium-bis-thiolate side chain, both formed with a high intensity. Energy-resolved fragmentation data show that metal-free ions can be generated from cysteine but not from glutathione conjugates and point to the possibility of unveiling differences in the biochemical behavior of the conjugates of different heavy metals through the detailed study of their mass spectrometric fragmentation.

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“…For example, in animals, Cd II accumulates mainly in the liver and kidney, where it is largely bound to thionine, a sulfur-rich protein [11][12][13] . In red blood cells, Cd II is complexed by glutathione and hemoglobin 14 . Mixed ligands are also important in the biological chemistry of Cd II .…”

Section: Introductionmentioning

confidence: 99%

Potentiometric Studies of Binary and Ternary Complexes Involving Cadmium(II) and Nitrilo‐Tris(Methyl Phosphonic Acid) with Amino Acids, peptides and DNA Constituents

Shoukry¹,

Shoukry²

2007

Annali di Chimica

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The complexing properties of nitrilo-tris(methylphosphonic acid) (NTP) with cadmium(II) were investigated pH-metrically at 25 degrees C and at ionic strength of 0.1 mol dm(-3) (NaNO3). Stoichiometry and stability constants for the complexes formed are reported. Cadmium (II) forms Cd(NTP)(4-) and the corresponding hydroxy complexes. The ternary complexes are formed in a stepwise mechanism whereby NTP binds to cadmium(II), followed by coordination of amino acids, peptides or DNA. The concentration distribution of the various complex species has been evaluated.

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A proton nuclear magnetic resonance study of the interaction of cadmium with human erythrocytes

Cited by 43 publications

References 14 publications

Molecular and ionic mimicry and the transport of toxic metals

Molecular and ionic mimicry and the transport of toxic metals

Electrospray ionization and triple quadrupole tandem mass spectrometry study of some biologically relevant homo- and heterodimeric cadmium thiolate conjugates

Potentiometric Studies of Binary and Ternary Complexes Involving Cadmium(II) and Nitrilo‐Tris(Methyl Phosphonic Acid) with Amino Acids, peptides and DNA Constituents

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