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Fluorescent siderophore-based chemosensors: iron(III) quantitative determinations (1999)

Palanché, Tania ; Marmolle, Frank ; Abdallah, Mohamed A. ; [et al.]

Springer

JBIC 4 (1999), S. 188-198

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ISSN: 1432-1327

Keywords: Key words Iron(III) determination ; Fluorescence ; Siderophores ; Azotobactin ; Trihydroxamate ligands

Source: Springer Online Journal Archives 1860-2000

Topics: Biology , Chemistry and Pharmacology

Notes: Abstract A highly sensitive and selective method is described for a rapid and easy determination of iron(III). This procedure is based on fluorimetric detection combined with the attractive properties of siderophores and biomimetic ligands, which are strong and selective ferric chelators. Azotobactin δ, a bacterial fluorescent siderophore, three fluorescent derivatives of desferriferrioxamine B with a linear structure (NBD-, MA-, NCP-desferriferrioxamine B) and one tripodal biomimetic ligand of desferriferrichrome carrying an anthracenyl fluorescent probe were examined. A very efficient static quenching mechanism by iron was observed for all the ligands considered in this work. Our results identify azotobactin δ as the most promising chemosensor of ferric traces in water, more sensitive than the NBD-desferriferrioxamine B fluorescent ligand. Under more lipophilic conditions, the anthryl-desferriferrichrome biomimetic analogue showed similar analytical potential and was found to be more sensitive than the lipophilic MA- and NCP-desferriferrioxamine B. Their detection limits were respectively 0.5 ng mL–1 for azotobactin δ and 0.6 ng mL–1 for the anthryl tripodal chelator. The calibration curves were linear over the range 0–95 ng mL–1 and 0–180 ng mL–1. Various foreign cations have been examined and only copper(II) and aluminium(III) were shown to interfere when present in similar concentrations as iron(III). The developed procedure using fluorescent siderophores or biomimetic ligands of iron(III) may be applied (1) to monitor iron(III)-dependent biological systems and (2) to determine iron(III) quantitatively in natural waters and in biological systems.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/s007750050304

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Di(polyprenyl) phosphates as models for primitive membrane constituents: Synthesis and phase properties (1996)

Birault, Véronique ; Pozzi, Gianluca ; Plobeck, Niklas ; [et al.]

Weinheim : Wiley-Blackwell

Chemistry - A European Journal 2 (1996), S. 789-799

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ISSN: 0947-6539

Keywords: amphiphiles ; cytomimetic chemistry ; phosphitylation ; polyprenols ; vesicles ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Identical- and mixed-chain di(polyprenyl) phosphates, derived from 3-methyl-2-buten-1-ol, (E)-geraniol, (E,E)-farnesol, (E,E,E)-geranylgeraniol, (R)-citronellol, or (R)-tetrahydrogeraniol have been synthesized by phosphitylation and oxidation with iodine/water. These phosphates gave organized systems in water, in particular vesicles, the physical properties of which were studied by photon correlation spectroscopy, electron microscopy, entrapment of a fluorescent dye (calcein), 31P NMR, stopped-flow/light-scattering studies, and fluorescence polarization with lipophilic probes. Interdigitation of mixed-length phosphates was not found to have any favorable effect on the stability of the vesicles. The C〉15 vesicles were formed despite the fact that they are composed of only one molecular species and are devoid of any reinforcer, but those with two geranyl chains appeared to be rather fragile. Phosphates containing C5 chains are soluble in water. The results obtained lend weight to the hypothesis that polyprenyl phosphates might have been primitive membrane constituents, and stimulate the search for appropriate reinforcers.

Additional Material: 9 Ill.