Coordination of calcium by iron enterobactin

Hider, Robert C.; Mohd-Nor, A.Rahim; Silver, Jack; Neilands, J. B.

doi:10.1016/s0162-0134(00)80099-9

Cited by 11 publications

(5 citation statements)

References 21 publications

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“…The Mossbauer data for dhp at pH 0.0 are different from the frozen solution data reported for the corresponding catechol system a t pH 0.0 lo and clearly result from an iron(r1) environment containing TABLE 1 The pH dependence of colour of 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol with FeII and FeIII, The pH dependence of colour of 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol with FeIII as reported from various No pH ranges quoted dhp. Kushwaha et aL3 suggested a tentative structure for the blue complex based on the assumption that it was an iron(II1) species, as did Curtis and AtkinsonD7 although the latter workers did give a composition which included a chloride ion, namely Fe-dhpC1, the results reported in this work enabled us to reinterpret their data and to suggest formula (1) by analogy to our previous work centred on catechols .lo…”

Section: Iron-dhp System-(a)supporting

confidence: 62%

“…Both 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol have been widely used for the analysis of iron(1Ir) by chelatometric, gravimetric, and spectrophotometric methods. [1][2][3][4][5][6][7][8] In view of the findings reported in this paper concerning the ligand-facilitated redox reaction and subsequent polymerisation of the ligand, it would appear that the compounds are unsuitable for use as iron analytical agents.…”

Section: H+mentioning

confidence: 99%

“…Both compounds form coloured complexes with iron(II1) which are relatively poorly characterized. [1][2][3][4][5][6][7][8] In the course of a systematic study of the interaction of iron(II1) with phenol and catechol derivatives 9s10 we have studied the relative stabilities of the resulting iron complexes as a function of pH. Four distinct coloured complexes were observed with catechol, a green iron@) catechol 1 : 1 complex, a blue iron@) catechol (1 : 3), a purple iron(1Ir) catechol (2 :a), and a red iron(II1) catechol (1 : 3).…”

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confidence: 99%

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Model compounds for microbial iron-transport compounds. Part 3. Solution chemistry and Mössbauer study of iron(II) and iron(III) complexes from 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol

Howlin¹,

Hider²,

Silver³

1982

J. Chem. Soc., Dalton Trans.

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The iron complexes found in solutions containing FeCI3 and 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol have been studied by pH and conductance titrations together with Mossbauer spectroscopy. Some of these complexes are identified as FeI' species not unlike Fe" catechol and FeI' enterobactin complexes. Black precipitates formed in these systems give evidence for the presence of radicals and such radicals are offered as an explanation for the presence of FeII. It is proposed, in view of the findings of this paper that 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol are unsuitable as analytical agents for iron analysis.

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Section: Iron-dhp System-(a)supporting

confidence: 62%

Section: H+mentioning

confidence: 99%

mentioning

confidence: 99%

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Model compounds for microbial iron-transport compounds. Part 3. Solution chemistry and Mössbauer study of iron(II) and iron(III) complexes from 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol

Howlin¹,

Hider²,

Silver³

1982

J. Chem. Soc., Dalton Trans.

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“…Importantly, major divalent cations such as Ca 2? complex only weakly with ferrichrome (log K = 4.3) and enterobactin (log K = 4.6) (Hider et al 1982).…”

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confidence: 95%

Dissolution of Al-Substituted Goethite in the Presence of Ferrichrome and Enterobactin at pH 6.5

Dubbin

Bullough

2016

Aquat Geochem

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Naturally occurring goethites often show Al for Fe substitution approaching 33 mol% Al. This substitution has potential to influence the rate of goethite dissolution and therefore the supply of bioavailable Fe. Siderophores such as ferrichrome and enterobactin have considerable potential to dissolve Fe from Fe 3? rich minerals, including Al-substituted goethites. Here, we show that Al substitution in synthetic goethites (0.021 C x C 0.098) gives rise to a significant increase in both ferrichrome-and enterobactin-mediated dissolution rates. In the presence of ferrichrome, Al-goethite (x = 0.033) yields a dissolution rate of 19.0 9 10 -3 lmol m -2 h -1 , nearly twice that of pure goethite, whereas dissolution of the most highly substituted Al-goethite (x = 0.098) is 36.9 9 10 -3 lmol m -2 h -1, more than threefold greater than the pure mineral. Similarly, in the presence of enterobactin, the dissolution rate of Al-goethite increases with increasing Al substitution. Ferrichrome is a less effective ligand than enterobactin in its dissolution of both pure goethite and the range of Al-goethites, an observation we ascribe to the lower affinity of the hydroxamate functional groups of ferrichrome for both Fe 3? and Al 3? . Despite greater affinity of both ferrichrome and enterobactin for Fe 3? over Al 3? , we observe a broadly congruent dissolution of all our Al-goethites.

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“…X-ray crystallography [12][13][14][15] and NMR [9,15,16] have been used for structural characterization. UV [9,14,17,18], IR [8,9,19,20] spectroscopy have been used to probe both the structure of enterobactin as well as the dependence of Fe(III) binding on solution pH. Other methods, such as cyclic voltametry [9,14,15,19] and circular dichroism [14,21,22] were also used for the determination of redox potentials and chirality, respectively.…”

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confidence: 99%

Infrared multiphoton dissociation of the siderophore enterobactin and its Fe(III) complex. Influence of Fe(III) binding on dissociation kinetics and relative energetics

Leslie

Daneshfar

Volmer

2007

J. Am. Soc. Mass Spectrom.

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The dissociation pathways of the siderophore enterobactin and its complex with Fe(III) were examined using infrared multiphoton dissociation (IRMPD). Under experimental conditions (pH ϭ 3.5), both compounds' electrospray spectra exhibited exclusively singly-charged anions. The compositions of the dissociation products were characterized by accurate mass measurements using Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). The primary dissociation channel for both species was determined to be the loss of one serine group from the precursor molecules. To further investigate the influence of Fe(III) binding on the intramolecular interactions, dissociation kinetics and relative energetics for the loss of this serine group were determined using the focused radiation for gaseous multiphoton energytransfer (FRAGMENT) method. From the kinetic data, it was found that enterobactin was ϳseven times more reactive than its Fe(III) complex over the range of laser intensities investigated. The relative activation energies, however, exhibited similar values, ϳ7 kcal · mol Ϫ1 . These results suggest that at pH ϭ 3.5, Fe(III) interacts with only two of the three serine groups. The results from the present work are believed to be valuable for the characterization of novel siderophores as well as their associated metabolites and synthetic analogues. (J Am Soc Mass Spectrom 2007, 18, 632-641)

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Coordination of calcium by iron enterobactin

Cited by 11 publications

References 21 publications

Model compounds for microbial iron-transport compounds. Part 3. Solution chemistry and Mössbauer study of iron(II) and iron(III) complexes from 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol

Model compounds for microbial iron-transport compounds. Part 3. Solution chemistry and Mössbauer study of iron(II) and iron(III) complexes from 2,3-dihydroxypyridine and 2-mercapto-3-pyridinol

Dissolution of Al-Substituted Goethite in the Presence of Ferrichrome and Enterobactin at pH 6.5

Infrared multiphoton dissociation of the siderophore enterobactin and its Fe(III) complex. Influence of Fe(III) binding on dissociation kinetics and relative energetics

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