The Siderophores of Pseudomonas fluorescens 18.1 and the Importance of Cyclopeptidic Substructures for the Recognition at the Cell Surface

2000 ◽  
Vol 55 (9-10) ◽  
pp. 671-680 ◽  
Author(s):  
Cordula Amann ◽  
Kambiz Taraz ◽  
Herbert Budzikiewicz ◽  
Jean-Marie Meyer

Abstract The structure of the pyoverdin siderophore of Pseudomonas fluorescens 18.1 was elucidated by spectroscopic methods and chemical degradation. By cross feeding studies structurally closely related pyoverdins containing a C-terminal cyclopeptidic substructure were tested regarding the mutual recognition by the producing strains. Partial recognition of foreign pyoverdins was observed.

1999 ◽  
Vol 54 (5-6) ◽  
pp. 301-308 ◽  
Author(s):  
Halka Georgias ◽  
Kambiz Taraz ◽  
Herbert Budzikiewicz ◽  
Valerie Geoffroy ◽  
Jean-Marie Meyer

Abstract The structure of the pyoverdin siderophore of Pseudomonas fluorescens 1.3 was elucidated by spectroscopic methods and chemical degradation. It shows structural similarities with the pyoverdins of several other strains. Whether mutual recognition occurs was investigated by growth tests.


1999 ◽  
Vol 54 (3-4) ◽  
pp. 156-162 ◽  
Author(s):  
Jessica Voss ◽  
Kambiz Taraz ◽  
Herbert Budzikiewicz

From the strain 51W of Pseudomonas fluorescens living under extreme conditions at the Schirmacher Oasis (Antarctica) a pyoverdin was obtained. Its structure was elucidated by chemical degradation and spectroscopic methods. The NMR data of the pyoverdin and of its Ga(III) complex were compared. Appreciable influences of the metal on the chemical shifts of the atoms at its binding sites were observed. Thus the structural elements involved in the complexation can be identified and coinciding signals of amino acids occurring more than once in the peptide chain can be separated.


2002 ◽  
Vol 57 (1-2) ◽  
pp. 9-16 ◽  
Author(s):  
Insa Barelmann ◽  
Kambiz Taraz ◽  
Herbert Budzikiewicz ◽  
Valérie Geoffroy ◽  
Jean-Marie Meyer

From Pseudomonas fluorescens PL7 and PL8 structurally related pyoverdins were isolated and their primary structures were elucidated by spectroscopic methods and degradation reactions. Despite of some structural differences both Fe(III) complexes are taken up by either strain with a high rate. The implications regarding the recognition at the cell surface are discussed.


1996 ◽  
Vol 51 (3-4) ◽  
pp. 139-150 ◽  
Author(s):  
E. M. Schaffner ◽  
R. Hartmann ◽  
K. Taraz ◽  
H. Budzikiewicz

Abstract Chromopeptide siderophores (azotobactin 87-1 and -II) were isolated from an iron deficient culture medium of Azotobacter vinelandii ATCC 12837 (=DSM 87). Their structures were elu­ cidated by chemical degradation studies and spectroscopic methods, especially 2D-NMR-tech-niques. Total assignments of 1H-, 13C-, and 15N-resonances based on 2D-HOHAHA-, 1H/13C-HMQC-, 1H /13C-HMBC-, 1H /15N-HMQC/TOCSY-, and 1H/15N-HMBC-experiments are given as well as sequential information derived from 1H/1H-NOESY-, 1H /13C-HMBC-and 1H/ 13N-HMBC-experiments. Both Az 87-1 and Az 87-11 consist of a tetracyclic chromophore -(1S)8,9-dihydroxy-4-oxo-2,3,4,5-tetrahydro-1H,10cH-3a,5,10b-triazaacephenantrylene-1-carb-oxylic acid -and a decapeptide chain linked with the N-terminus to the carboxy group of the chromophore containing also modified, non-proteinogenic amino acids. The sequence L-Ser-D-Ser-L-Hse-Gly-D-threo-OHAsp-Hse-Hse-Hse-D-N5OH-N5-R-Hbu-Om-L-Hse was determined for Az 87-1, while Az 87-11 contains a C-terminal L-Hse-lactone instead. Iron is chelated by the catecholic group of the chromophore, the β-hydroxy aspartic acid, and the hydroxamate function formed by N5-hydroxyornithine and R-β-hydroxybutyric acid.


1996 ◽  
Vol 51 (9-10) ◽  
pp. 627-630 ◽  
Author(s):  
I. Barelmann ◽  
J.-M. Meyer ◽  
K. Taraz ◽  
H. Budzikiewicz

In addition to the known hydroxamate siderophores ornibactin C6 and C8 a catecholate siderophore named cepaciachelin, 1-N-[2-N′,6-N′-di(2,3-dihydroxybenzoyl)-ʟ-lysyl]-1,4-diaminobutane, was isolated from a Burkholderia (Pseudomonas) cepacia PHP7 culture and its structure elucidated by chemical degradation and spectroscopic methods. This is the first case of a member of the Pseudomonas group which produces both hydroxamate and catecholate siderophores


1966 ◽  
Vol 19 (3) ◽  
pp. 455 ◽  
Author(s):  
GJW Breen ◽  
E Ritchie ◽  
WTL Sidwell ◽  
WC Taylor

From the leaves of Flindersia bourjotinna F. Muell. there were isolated sitosterol, triacontanol, lupeol, germanicol, germanicone, and four new triterpenoids, the bourjotinolones A, B, and C, and bourjotone. By chemical degradation and spectroscopic methods, the structures of these substances were shown to be 21,24-epoxy-23,25-dihydroxytirucall-7-en-3one, 23,24-dihydroxytirucalla-7,25-dien- 3-one, 25-chloro-23,24-dihydroxytirucall-7-en-3-one, and 25,26,27-trisnortirucall-7- ene-3,23-dione, respectively. Bourjotinolone C is almost certainly an artefact but bourjotinolone B and bourjotone are less likely to be. From biogenetic and N.M.R. spectral considerations, the absolute stereochemistry of the new triterpenes may be deduced.


2019 ◽  
Vol 41 (3) ◽  
Author(s):  
Ha Danh Duc ◽  
Nguyen Thi Oanh ◽  
Nguyen Gia Hien

Herbicides with 2,4-dichlorophenoxyacetic acid (2,4D) has been commonly used to control weeds and widely detected in environments. In this study, biodegradating activity of Pseudomonas fluorescens HH on 2,4D and 4-chlorophenol (4CP) in soil was carried out. The inoculation with Pseudomonas fluorescens HH in soils increased the degradation of 4CP and 2,4D by from 47.0% to 51.4% and from 38.4% to 47.4%, respectively, compared to the degradation by autochthonous microorganisms. Pseudomonas fluorescens HH could degrade well 2,4D and 4CP in various soils, but the most efficient chemical removal was observed when they were in the loamy soil. Moreover, the efficiency of chemical degradation was significantly affected by the moisture contents with the highest performance of degradation at 10 and 20% soil moisture. Also, the addition of nitrogen (N), phosphorous (P) and potassium (K) stimulated the dissipation rates. The determination of degradation pathway for 2,4D in Pseudomonas fluorescens HH indicated that 2,4-dichlorophenol (2,4DCP) and 4CP were formed as metabolites.


1990 ◽  
Vol 45 (10) ◽  
pp. 1437-1450 ◽  
Author(s):  
G. Mohn ◽  
K. Taraz ◽  
H. Budzikiewicz

The structures of two new pyoverdins (GM-I and GM-II) isolated from the culture medium of Pseudomonas fluorescens 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 3-carboxypropanoyl or a succinamoyl residue and at the carboxy group with the N-terminus of D-Ala-D-Lys-Gly-Gly-D-threo-(OH)Asp-D-Glu-D-Ser-L-Ala-D-Ala-D-Ala-L-Ala-L-N5-(OH)Orn.According to the “short-hand” nomenclature proposed in [2]*** the two compounds should be characterized as pyoverdin-Q-akGGd'qsAaaAO′*-SUCA and pyoverdin-Q-akGGd'qsAaaAO′ *-SUC


2002 ◽  
Vol 2 ◽  
pp. 1501-1506 ◽  
Author(s):  
Elisabetta Zanardini ◽  
Marco Negri ◽  
Giovanna Boschin ◽  
Alessandra D'Agostina ◽  
Anna Valle ◽  
...  

In this work, investigations were performed under laboratory conditions of the degradation ability by a common soil fungus,Aspergillus niger, toward chlorsulfuron and metsulfuron-methyl. The results were very encouraging (79% for chlorsulfuron and 61% for metsulfuron-methyl of total degradation), especially compared to those registered in our previous studies with a Pseudomonas fluorescens strain B2 (about 21 to 32%). Furthermore, the chemical degradation of the two compounds was studied and two products (1[2-methoxy-benzene-1-sulfonyl]-7-acetyltriuretand 1[2-chlorobenzene-1-sulfonyl]-7-acetyltriuret)were isolated and characterised by hydrolysis in acidic conditions. Our aim in the future will be the identification of intermediate metabolites by HPLC and LC-MS analyses in order to identify the degradative pathway by the fungal strain and to compare this to those obtained by chemical degradation and byP. fluorescens strain.


1994 ◽  
Vol 40 (12) ◽  
pp. 1064-1066 ◽  
Author(s):  
Brian Nowak-Thompson ◽  
Steven J. Gould ◽  
Jennifer Kraus ◽  
Joyce E. Loper

2,4-Diacetylphloroglucinol was detected in and isolated from culture extracts of the biological control bacterium Pseudomonas fluorescens Pf-5. Its structure was identified using a combination of chromatographic techniques and NMR spectroscopic methods. Carbon source influenced 2,4-diacetylphloroglucinol production by Pf-5 in culture media. 2,4-Diacetylphloroglucinol inhibited growth of the plant pathogenic fungi Pythium ultimum and Rhizoctonia solani, and the plant pathogenic bacterium Erwinia carotovora subsp. atroceptica, which cause diseases that are suppressed by strain Pf-5. The results of this study provide further evidence for the prevalence of 2,4-diacetylphloroglucinol production among strains of Pseudomonas fluorescens that suppress plant diseases.Key words: 2,4-diacetylphloroglucinol, Pseudomonas fluorescens, biocontrol.


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