The structure of ferrioxamine D1–ethanol–water (1/2/1)

Abstract

Abstract. C27H47FeN609, M r= 737.7, Pi, a = 15.035 (20), b= 16.240 (17), c= 7

Solution equilibria of deferoxamine amides

“…The aliphatic or aromatic amides of the primary amino group of the analogs are expected to exert a minimal effect upon hydroxamate deprotonation. X‐ray crystallography revealed that the amide hydrogen of acetamide DFO (COCH 3 ) hydrogen bonds with an amide carbonyl located in the ligand backbone 9 atoms away, and is removed from the vicinity of the hydroxamic acid groups 24…”

“…Moreover, additional energy is required for the hydrolyzed ferric ion to penetrate the shell of water molecules surrounding the more hydrophobic regions. Assuming that the three‐dimensional structure of acetamide DFO (COCH 3 ) is analogous to the butylamide derivative (COC 3 H 7 ), intramolecular hydrogen bonding of the amide hydrogen may position the additional hydrophobic acyl chain to sterically interfere with iron binding by the third hydroxamate group 24…”

Mechanisms of siderophore sorption to smectite and siderophore-enhanced release of structural Fe3+

“…The structures for DFOB and DFOD shown here are for their ferrioxamine complexes (Fe(III) complexed), with the Fe(III) center hidden for clarity. Crystallographic data for Fe-DFOB and Fe-DFOD are from Dhungana et al (2001) and Hossain et al (1986), respectively. DFOB and DFOD structures differ in their terminal groups.…”

X-ray Crystallographic Structures of the Escherichia coli Periplasmic Protein FhuD Bound to Hydroxamate-type Siderophores and the Antibiotic Albomycin

“…These figures were drawn using Setor (37). (30). When bound to FhuD, ferrichrome, albomycin, and Desferal crystallize as the ⌳-cis complex and coprogen forms the ⌬-N-trans-cis conformation.…”