Purification, spectroscopic analysis and biological activity of the macrocyclic dihydroxamate siderophore alcaligin produced by Bordetella pertussis and Bordetella bronchiseptica.
Hydroxamate siderophores of virulent Bordetella pertussis and Bordetella bronchiseptica strains were purified using a simple large-scale isolation procedure, and identified by various spectroscopic techniques as the macrocyclic dihydroxamate siderophore trivially known as alcaligin, 1,8(S),11,18(S)- tetrahydroxy-1,6,11,16-tetraazacycloeicosane-2,5,12,15-tetrone+ ++, which was previously isolated from the taxonomically-related bacterial species Alcaligenes denitrificans subsp. xylosoxydans. Alcaligin purified from iron-depleted cultures of B. pertussis and B. bronchiseptica exhibited specific growth-promoting activity under iron-restricted conditions for Bordetella indicator strains, and ere active in [55Fe]ferric alcaligin transport assays. Evidence suggests that several C2-symmetric conformations of alcaligin exist simultaneously in both methanolic and aqueous solution.
Brickman
T J
TJ
Department of Microbiology and Immunology, East Carolina University School of Medicine, Greenville, NC, USA.
Hansel
J G
JG
Miller
M J
MJ
Armstrong
S K
SK
D000421:Alcaligenes; D001692:Biological Transport; D016950:Bordetella bronchiseptica / Q000187:drug effects / Q000472:pathogenicity / Q000502:physiology*; D001886:Bordetella pertussis / Q000187:drug effects / Q000472:pathogenicity / Q000502:physiology*; D002855:Chromatography, Thin Layer; D003460:Crystallization; D006877:Hydroxamic Acids; D007501:Iron / Q000378:metabolism* / Q000494:pharmacology; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D017262:Siderophores / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013053:Spectrophotometry; D014774:Virulence
D006877:Hydroxamic Acids; D017262:Siderophores; C092056:alcaligin; D007501:Iron