| Revised structure for the phenazine antibiotic from Pseudomonas fluorescens 2-79 (NRRL B-15132). | |
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MedLine Citation:
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PMID: 3125789 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A phenazine antibiotic (mp, 243 to 244 degrees C), isolated in a yield of 134 micrograms/ml from cultures of Pseudomonas fluorescens 2-79 (NRRL B-15132), was indistinguishable in all of its measured physicochemical (melting point, UV and infrared spectra, and gas chromatography-mass spectrometry data) and biological properties from synthetic phenazine-1-carboxylic acid. Gurusiddaiah et al. (S. Gurusiddaiah, D. M. Weller, A. Sarkar, and R. J. Cook, Antimicrob. Agents Chemother. 29:488-495, 1986) attributed a dimeric phenazine structure to an antibiotic with demonstrably similar properties obtained from the same bacterial strain. Direct comparison of the physicochemical properties of the authentic antibiotic obtained from D. M. Weller with synthetic phenazine-1-carboxylic acid and with the natural product from the present study established that all three samples were indistinguishable within the experimental error of each method. No evidence to support the existence of a biologically active dimeric species was obtained. Phenazine-1-carboxylic acid has a pKa of 4.24 +/- 0.01 (25 degrees C; I = 0.09), and its carboxylate anion shows no detectable antimicrobial activity compared with the active uncharged carboxylic acid species. These data suggest that phenazine-1-carboxylic acid is probably not an effective biological control agent for phytopathogens in environments with a pH greater than 7. |
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Authors:
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P G Brisbane; L J Janik; M E Tate; R F Warren |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Antimicrobial agents and chemotherapy Volume: 31 ISSN: 0066-4804 ISO Abbreviation: Antimicrob. Agents Chemother. Publication Date: 1987 Dec |
Date Detail:
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Created Date: 1988-03-29 Completed Date: 1988-03-29 Revised Date: 2009-11-18 |
Medline Journal Info:
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Nlm Unique ID: 0315061 Medline TA: Antimicrob Agents Chemother Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 1967-71 Citation Subset: IM |
Affiliation:
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Division of Soils, Commonwealth Scientific and Industrial Research Organisation, Glen Osmond, South Australia. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Anti-Bacterial Agents
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analysis*,
biosynthesis,
pharmacology Chemical Phenomena Chemistry Culture Media Hydrogen-Ion Concentration Phenazines / analysis, biosynthesis, pharmacology Pseudomonas fluorescens / metabolism* Spectrophotometry, Infrared |
| Chemical | |
Reg. No./Substance:
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0/Anti-Bacterial Agents; 0/Culture Media; 0/Phenazines; 2538-68-3/1-phenazinecarboxylic acid |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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