title: Structure and characterization of isopyoverdin from Pseudomonas putida BTP1 and its relation to the biogenetic pathway leading to pyoverdins.
abstract: Pyoverdin type siderophores produced by six fluorescent Pseudomonas strains isolated from different rhizospheres were purified and characterized. The purified ferri-pyoverdins were tested for their ability to promote the growth of other strains grown under iron deficiency conditions. Only the one obtained from Pseudomonas putida BTP1 did not act as a growth promoter. The structure of the BTP1 siderophore was elucidated by spectroscopic methods and degradation studies. It turned out that it contains a chromophore which differs from the one typical for pyoverdins insofar as it carries the carboxyl group in 3- rather than in 1-position ((3S)-5-amino-1,2-dihydro-8,9-dihydroxy-3H-pyrimido[1,2a]quinoline-3- carboxylic acid). The amino group of the chromophore is substituted with the 5-carboxyl group of L-glutamic acid and its carboxyl group with the N-terminus of the peptide L-Asp-L-Ala-L-Asp-D-N5-Ac-N5-OH-Orn-L-Ser-L-c-N5-OH-Orn. This isopyoverdin fits into the biogenetic scheme which postulates ferribactins as the precursors of pyoverdins.
authors.affiliation: Institut für Organische Chemie der Universität, Köln, Bundesrepublik Deutschland.
authors.forename: P
authors.initials: P
authors.lastname: Jacques
authors.forename: M
authors.initials: M
authors.lastname: Ongena
authors.forename: I
authors.initials: I
authors.lastname: Gwose
authors.forename: D
authors.initials: D
authors.lastname: Seinsche
authors.forename: H
authors.initials: H
authors.lastname: Schröder
authors.forename: P
authors.initials: P
authors.lastname: Delfosse
authors.forename: P
authors.initials: P
authors.lastname: Thonart
authors.forename: K
authors.initials: K
authors.lastname: Taraz
authors.forename: H
authors.initials: H
authors.lastname: Budzikiewicz
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis; D001711:Biotransformation; D007525:Isoelectric Focusing; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism*; D010860:Pigments, Biological / Q000096:biosynthesis*; D016958:Pseudomonas putida / Q000254:growth & development / Q000378:metabolism*; D017262:Siderophores; D016339:Spectrometry, Mass, Fast Atom Bombardment
chemical_list: D000596:Amino Acids; D009842:Oligopeptides; D010860:Pigments, Biological; D017262:Siderophores; C098100:isopyoverdin; C042453:pyoverdin