Document Detail

Biosynthetic origin of syringomycin and syringopeptin 22, toxic secondary metabolites of the phytopathogenic bacterium Pseudomonas syringae pv. syringae.
MedLine Citation:
PMID:  10580109     Owner:  NLM     Status:  MEDLINE    
The biosynthesis of syringomycin (SR) and syringopeptin 22 (SP22), bioactive lipodepsipeptides of the phytopathogenic bacterium Pseudomonas syringae pv. syringae, was studied by feeding (14)C-labeled precursors to chloramphenicol-containing bacterial suspensions. The preferential sites of incorporation were determined by comparing the specific activities of the intact radiolabeled metabolites and their single structural elements, obtained by hydrolytic degradation followed by derivatization and isolation by high performance liquid chromatography. The results show that, upon feeding L-[(14)C(U)]-Thr, 35.0 and 31.0% of the SR radioactivity is retained in 2,3-dehydro-2-aminobutyric acid (Dhb) and 4-chlorothreonine (Thr(4-Cl)), respectively. L-[(14)C(U)]-Asp labels the same sites, though less efficiently, and is also incorporated in 2,4-diaminobutyric acid (Dab) and 3-hydroxyaspartic acid (Asp(3-OH)). Dhb is also labeled by Thr and Asp in SP22. These are the first data on the biosynthetic origin of the modified residues in P. syringae lipopeptides.
I Grgurina; F Mariotti
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  FEBS letters     Volume:  462     ISSN:  0014-5793     ISO Abbreviation:  FEBS Lett.     Publication Date:  1999 Nov 
Date Detail:
Created Date:  2000-01-13     Completed Date:  2000-01-13     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0155157     Medline TA:  FEBS Lett     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  151-4     Citation Subset:  IM    
Dipartimento di Scienze Biochimiche 'A. Rossi Fanelli', Università 'La Sapienza' di Roma, P. le A. Moro 5, 00185, Roma, Italy.
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MeSH Terms
Amino Acid Sequence
Bacterial Proteins / biosynthesis*,  metabolism
Carbon Radioisotopes
Lipoproteins / biosynthesis*,  metabolism
Molecular Sequence Data
Peptides, Cyclic / biosynthesis*,  metabolism
Pseudomonas / metabolism*
Reg. No./Substance:
0/Bacterial Proteins; 0/Carbon Radioisotopes; 0/Lipoproteins; 0/Peptides, Cyclic; 0/syringopeptin 22; 11140-67-3/syringomycin

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