Selective signalling of molybdate by a siderophore derivative†

Jedner, Stephanie; James, Richard; Perutz, Robin N.; Duhme‐Klair, Anne‐Kathrin

doi:10.1039/b104970b

Cited by 20 publications

(16 citation statements)

References 13 publications

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“…In addition, the higher catechol protonation constant log K 1 was estimated to be 12.1 (±0.3) by fitting the data to 75% of the complete titration curve. The log K 3 values obtained are slightly lower than the corresponding protonation constant of 7.34 reported for N-ethylamine-2,3-dihydroxybenzamide [11] and in good agreement with the value of 7.1 we recently obtained for a fluorescently labelled derivative of aminochelin [19]. The protonation constant of log K 2 =10.22 obtained for the amine group agrees well with the tabulated values of 9.35 and 10.80 for putrescine (1,4-diaminobutane) [20].…”

Section: Stability Constantssupporting

confidence: 87%

The iron-binding properties of aminochelin, the mono(catecholamide) siderophore of Azotobacter vinelandii

2002

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Azotobacter vinelandii produces siderophores with different metal-binding properties, depending on the concentration of Fe(III) and molybdate in the growth medium. The three protonation constants of the mono(catecholamide) siderophore aminochelin were determined by simultaneous spectrophotometric and potentiometric titrations as log K(1)=12.1, log K(2)=10.22 and log K(3)=7.04. Based on the two catechol protonation constants, log K(1) and log K(3), the overall stability constant of the aminochelin iron 3:1 complex was found to be log beta(3)=41.3, resulting in a pFe(3+) value of 17.6 at pH 7.45. In order to further investigate the properties of the siderophore, the solubilization of Fe(III) hydroxide by a 8x10(-4) M solution of aminochelin at pH 7 and 25 degrees C was followed spectrophotometrically in the absence and in the presence of molybdate. It was observed that the addition of molybdate resulted in a significant delay in the solubilization.

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Section: Stability Constantssupporting

confidence: 87%

The iron-binding properties of aminochelin, the mono(catecholamide) siderophore of Azotobacter vinelandii

2002

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“…A few catechol‐based molecules have been found useful in the selective sensing of certain “difficult” species, such as ammonium cation521 and biologically relevant Mo, W, and V oxometalates. In this case, a catechol moiety was covalently linked to a luminescent Re coordination complex 522. Upon complexation of the oxometalates at low pH, the catechol deprotonated and luminescence was quenched.…”

Section: Materials For Chemo‐/biosensingmentioning

confidence: 99%

Catechol‐Based Biomimetic Functional Materials

Saiz‐Poseu²,

et al. 2012

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Abstract.Catechols are found in nature taking part in a remarkably broad scope of biochemical processes and functions. Though not exclusively, such versatility may be traced back to several properties uniquely found together in the o -dihydroxyaryl chemical function; namely, its ability to establish reversible equilibria at moderate redox potentials and pHs and to irreversibly cross-link through complex oxidation mechanisms; its excellent chelating properties, greatly exemplifi ed by, but by no means exclusive, to the binding of Fe 3 + ; and the diverse modes of interaction of the vicinal hydroxyl groups with all kinds of surfaces of remarkably different chemical and physical nature. Thanks to this diversity, catechols can be found either as simple molecular systems, forming part of supramolacular structures, coordinated to different metal ions or as macromolecules mostly arising from polymerization mechanisms through covalent bonds. Such versatility has allowed catechols to participate in several natural processes and functions that range from the adhesive properties of marine organisms to the storage of some transition metal ions. As a result of such an astonishing range of functionalities, catechol-based systems have in recent years been subject to intense research, aimed at mimicking these natural systems in order to develop new functional materials and coatings. A comprehensive review of these studies is discussed in this paper.

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“…A tris(bipyridyl)Ru(II) lumophore is connected to the natural siderophore aminochelin via a peptide link to produce 15 [54]. It shows clear PET behaviour upon pH …”

Section: Anion Inputsmentioning

confidence: 93%

Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer

Silva

Uchiyama

2010

Luminescence Applied in Sensor Science

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The competition between Photoinduced electron transfer (PET) and other de-excitation pathways such as fluorescence and phosphorescence can be controlled within designed molecular structures. Depending on the particular design, the resulting optical output is thus a function of various inputs such as ion concentration and excitation light dose. Once digitized into binary code, these input-output patterns can be interpreted according to Boolean logic. The single-input logic types of YES and NOT cover simple sensors and the double- (or higher-) input logic types represent other gates such as AND and OR. The logic-based arithmetic processors such as half-adders and half-subtractors are also featured. Naturally, a principal application of the more complex gates is in multi-sensing contexts.

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Selective signalling of molybdate by a siderophore derivative†

Cited by 20 publications

References 13 publications

The iron-binding properties of aminochelin, the mono(catecholamide) siderophore of Azotobacter vinelandii

The iron-binding properties of aminochelin, the mono(catecholamide) siderophore of Azotobacter vinelandii

Catechol‐Based Biomimetic Functional Materials

Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer

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