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Characterization of pyoverdins and their hydrolytic degradation products by fast atom bombardment and tandem mass spectrometry

✍ Scribed by J. Michels; K. Taraz

Publisher: John Wiley and Sons
Year: 1991
Tongue: English
Weight: 316 KB
Volume: 26
Category: Article
ISSN: 1076-5174
DOI: 10.1002/oms.1210261017

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✦ Synopsis

All types of pyoverdins (siderophores produced by

Pseudomonas strains) have the following 'chromophore' substructure in common: (lS)-5.amino-2,3-dihydro-8,Pdihydro~y-l~-p~mido I 1 , h ] quinoline-lcarboxylic acid. Its hydrolysis product, (lS)-2,3-dihydro-5,8,9-trihydroxy-lH-pyrimido[ 1 , h l quinoline-lcarboxylic acid, has heen isolated and analysed for the first time by means of fast atom bombardment (FAB) and tandem mass spectrometry. This allows the pyoverdin chromophore to be identified. It was established that the fragmentation of pyoverdin [M + HI+ ions under FAB conditions is initiated by a retro-Diels-Alder decomposition of the tetrahydropyrimidine ring of the chromophore moiety, contributing to the structure elucidation of pyoverdins.

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