Abstract
Transition metal complexes of parabactin and its related synthetic spermidine catecholamides which lack the central o-hydroxyphenyloxazoline were studied by the potentiometric titration method, e.s.r. spectroscopy, and fast atom bombardment mass spectrometry (FAB-MS). Direct mass spectral sampling of the parabactin–FeIII complex in glycerol solution was first achieved by FAB-MS spectrometry, confirming that the composition of the parabactin–FeIII complex is [Fe(parabactin)]2– 2Na+ and that the iron(III) ion binds with two catechols and an o-hydroxyphenyl-Δ2-oxazoline moiety in NaOH solution. The e.s.r. g value (4.5) of the parabactin–FeIII complex differed from those (4.3) of the 3 : 1 catechol–FeIII complex and other parabactin-related catecholamide–FeIII complexes. These results suggest that the structure of the parabactin–FeIII complex differs considerably from the regular octahedral structure of the 3 : 1 catechol–FeIII complex and may have a structure similar to the ferrimycobactin P–FeIII complex, in which the iron(III) ion lies exposed in a splayed V-shaped cleft and binds with five oxygens and one nitrogen in a very strained octahedron.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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