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Biosynthesis of Bioactive Lipodepsipeptides by Pseudomonas syringae pv. syringae

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Pseudomonas Syringae Pathovars and Related Pathogens

Part of the book series: Developments in Plant Pathology ((DIPP,volume 9))

Abstract

The biosynthesis of the lipodepsipeptides syringomycin and syringopeptin 22, secondary metabolites produced by the strain B301D-R of the phytopathogenic bacterium Pseudomonas syringae pv. syringae, was investigated by feeding radioactively labelled precursors to chloramphenicol containing bacterial suspensions. The production of labelled metabolites in the presence of a protein biosynthesis inhibitor showed that non ribosomal mechanism is operating in their synthesis. The origin of the modified amino acidic residues was studied by comparing the specific activities of the intact lipodepsipeptides, deriving from the feedings of L-[14C(U)]-Thr or L-[14C(U)3-Asp, to those of the costituent amino acids, obtained by hydrolytic degradation of the peptides, followed by appropriate derivatizations and isolation of the single structural elements by RP-HPLC. The results show that L-threonine is the precursor of dehydrobutyrin in syringomycin and in syringopeptin 22 and of 4-chlorothreonine in syringomycin. These two residues are also labelled by aspartic acid which is the biosynthetic precursor of threonine. Moreover, aspartic acid is aiso incorporated into 2,4-diaminobutyric and 3-hydroxyaspartic acid in syringomycin.

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© 1997 Springer Science+Business Media Dordrecht

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Grgurina, I., Mariotti, F. (1997). Biosynthesis of Bioactive Lipodepsipeptides by Pseudomonas syringae pv. syringae . In: Rudolph, K., Burr, T.J., Mansfield, J.W., Stead, D., Vivian, A., von Kietzell, J. (eds) Pseudomonas Syringae Pathovars and Related Pathogens. Developments in Plant Pathology, vol 9. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-5472-7_32

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  • DOI: https://doi.org/10.1007/978-94-011-5472-7_32

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6301-2

  • Online ISBN: 978-94-011-5472-7

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