1414689-16-9Relevant articles and documents
Influence of structural elements on iron(III) chelating properties in a new series of amino acid-derived monohydroxamates
Szebesczyk, Agnieszka,Olshvang, Evgenia,Besserglick, Jenny,Gumienna-Kontecka, Elzbieta
, p. 286 - 296 (2017/10/05)
A series of amino acid-derived monohydroxamate compounds A1–A7 was synthesized and characterized for their coordination properties of Fe(III). The series varies in their skeletal lengths and compositions; some compounds lack external substituents, others are substituted with external functional amino or carboxylic groups, or alternatively inert methyl. Undertaken investigations allowed the determination of stoichiometry, stability constants and spectroscopic parameters of formed ferric complexes. Incorporation of an external functional group with a dissociable proton affects the coordination behavior; the presence of carboxylic or amino groups hampers the formation of mono-, di- and trihydroxamate ferric complexes of presented compounds. The differences in Fe(III) affinity of the monohydroxamates vs trihydroxamates was reflected by the stability constants and pFe, indicating the superior stability of hexadentate complexes.
Preparation of bifunctional isocyanate hydroxamate linkers: Synthesis of carbamate and urea tethered polyhydroxamic acid chelators
Fernando, Rasika,Shirley, Jonathan M.,Torres, Emilio,Jacobs, Hollie K.,Gopalan, Aravamudan S.
, p. 6367 - 6371,5 (2012/12/12)
Two novel bifunctional N-methylhydroxamate-isocyanate linkers 20 and 21 were prepared in good yield and high purity from the corresponding amine salts using a biphasic reaction with phosgene. The facile ring opening reaction of N-Boc lactams using the anion of O-benzylhydroxylamine gave the protected amino hydroxamates 6a and 6c in good yields. The selective methylation of the hydroxamate nitrogen in the presence of the N-Boc group in these intermediates could be readily accomplished. The utility of the linkers was clearly demonstrated by the synthesis of the carbamate-tethered trishydroxamic acid 27 and the urea-tethered 29.
