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Bacterial Constituents, XXXVII. Pyoverdin‐Type Siderophores from Pseudomonas aeruginosa
Author(s) -
Briskot Gernot,
Taraz Kambiz,
Budzikiewicz Herbert
Publication year - 1989
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198919890164
Subject(s) - pyoverdine , chemistry , siderophore , pseudomonas aeruginosa , stereochemistry , residue (chemistry) , chromophore , pseudomonadaceae , quinoline , amino acid , pseudomonadales , bacteria , biochemistry , organic chemistry , biology , genetics , gene
The structures of pyoverdin C, D, and E isolated from the culture medium of Pseudomonas aeruginosa (which are identical with the pyoverdins PaB, PaA, and Pa 6–8) ) have been elucidated by spectroscopic methods and degradation studies. The pyoverdins consist of a chromophore which could be identified as (1 S )‐5‐amino‐2,3‐dihydro‐8,9‐dihydroxy‐1 H ‐pyrimido[1,2‐ a ]quinoline‐1‐carboxylic acid substituted at the amino group with a 4‐carboxy‐4‐oxobutanoyl (C), a 3‐carboxypropanoyl (D) or a succinamoyl residue (E) and at the carboxy group with the N‐terminus of D ‐Ser‐ L ‐Arg‐ D ‐Ser‐ L ‐Orn( N 5 ‐OH‐ N 5 ‐CHO)‐ L ‐Lys‐ L ‐Orn( N 5 ‐OH‐ N 5 ‐CHO)‐ L ‐Thr‐ L ‐Thr]. In an appendix a tentative nomenclature for pyoverdin‐type compounds is proposed.