NDLI: Trishydroxamates and triscatecholates based on monosaccharides and myo-inositol as artificial siderophores

Content Provider	Springer Nature Link
Author	Heggemann, Susanne Möllmann, Ute Gebhardt, Peter Heinisch, Lothar
Copyright Year	2003
Abstract	New trishydroxamates and triscatecholates based on methyl α-D-glucopyranoside, methyl α-D-galactopyranoside, methyl α-D-ribopyranoside and methyl α-D-xylopyranoside as well as on 1,3,5-tri-O-benzyl-myo-inositol were synthesized. N-Methylsuccinohydroxamate, N-methylglutarohydroxamate and their O-benzoyl derivatives were used as hydroxamate moieties. 2,3-Dihydroxybenzoyl derivatives and acylated compounds as well as 2,3- and 3,4-dihydroxybenzylidenehydrazino derivatives, partly with spacer groups, were utilized as catecholate components. The siderophore activity of the prepared siderophore analogues was examined by a growth promotion assay with various Gram-negative bacteria and mycobacteria and by the CAS-assay. Some trishydroxamates and triscatecholates showed siderophore activity on Gram-negative bacteria and triscatecholates on mycobacteria. Iron complexes of the trishydroxamates act as siderophores for all types of iron transport mutants. The recognition and uptake specificity of these compounds was studied by E. coli siderophore receptor and iron transport mutants. Structure activity correlations are discussed.
Starting Page	539
Ending Page	551
Page Count	13
File Format	PDF
ISSN	09660844
Journal	BioMetals
Volume Number	16
Issue Number	4
e-ISSN	15728773
Language	English
Publisher	Kluwer Academic Publishers
Publisher Date	2003-01-01
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Physical Chemistry Biochemistry
Content Type	Text
Resource Type	Article
Subject	Metals and Alloys Biochemistry, Genetics and Molecular Biology Biomaterials Agricultural and Biological Sciences

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