Purification and chemical characterization of staphyloferrin B, a hydrophilic siderophore from staphylococci.
This paper describes the chemical characterization of staphyloferrin B, a new complexone type siderophore isolated from low iron cultures of Staphylococcus hyicus DSM 20459. Purification of the very hydrophilic metabolite was achieved by anion exchange high performance liquid chromatography HPLC. Mass spectrometry showed a molecular mass of 448 amu. Hydrolysis with 8 M HCl revealed the presence of L-2,3-diaminopropionic acid, citrate, ethylenediamine and succinic semialdehyde. The connections between the four building blocks were determined by two-dimensional nuclear magnetic resonance measurements. UV/Vis and circular dichroism spectra are consistent with the proposed structure, which could also be confirmed by precursor feeding. The siderophore activity of staphyloferrin B was demonstrated by iron transport measurements.
Drechsel
H
H
Organische Chemie I, Universitat Tübingen, Germany.
Freund
S
S
Nicholson
G
G
Haag
H
H
Jung
O
O
Zähner
H
H
Jung
G
G
D002951:Citrates / Q000737:chemistry / Q000302:isolation & purification*; D007656:Ketoglutaric Acids / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D017262:Siderophores / Q000737:chemistry / Q000302:isolation & purification*; D012995:Solubility; D013210:Staphylococcus / Q000378:metabolism*; D014867:Water / Q000737:chemistry
D002951:Citrates; D007656:Ketoglutaric Acids; D017262:Siderophores; D014867:Water; C083439:staphyloferrin B