Pyoverdine
Pyoverdine | ||
---|---|---|
Other names Pyoverdin | ||
Identifiers | ||
PubChem | 45479427 | |
Jmol-3D images | Image 1 | |
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Properties | ||
Molecular formula | C56H88N18O22 | |
Molar mass | 1,365.41 g mol−1 | |
Appearance | Solid | |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
Infobox references | ||
Pyoverdine (or pyoverdin) is a fluorescent siderophore produced by the Gram negative bacterium Pseudomonas aeruginosa.[1]
In Pseudomonas aeruginosa PAO1 there are 14 pvd genes involved in the synthesis of the pyoveridine.[2]
Unlike Enterobactin, Pyoverdine/pseudobactins are iron-binding non-ribosomal peptides containing a dihydroxyquinoline derivative. The structure of the peptide differs between pseudomonads and over 40 structures have been described, while the chromophore, (1S)-5-amino-2,3-dihydro- 8,9-dihydroxy-1H-pyrimido[1,2-a]quinoline-1-carboxylic acid, is the same with the exception of azobactin from Azotobacter vinelandii, which possesses an extra urea ring.[3]
Pseudomonad species | Strain | Structure of the pyoverdine peptide chain |
---|---|---|
P. aeruginosa | ATCC15692 | Q-DSer-Arg-DSer-FoOHOrn-c(Lys-FoOHOrn-Thr-Thr) |
P. aeruginosa | ATCC27853 | Q-DSer-FoOHDOrn-Orn-Gly-aDThr-Ser-cOHOrn |
P. aeruginosa | Pa6 | Q-DSer-Dab-FoOHOrn-Gln-DGln-FoOHDOrn-Gly |
P. chlororaphis | ATCC9446 | Q-DSer-Lys-Gly-FoOHOrn-c(Lys-FoOHDOrn-Ser) |
P. fluorescens bv.I | ATCC13525 | Q-DSer-Lys-Gly-FoOHOrn-c(Lys-FoOHDOrn-Ser) |
P. fluorescens bv.I | 9AW | Q-DSer-Lys-OHHis-aDThr-Ser-cOHOrn |
P. fluorescens bv.III | ATCC17400 | Q-DAla-DLys-Gly-Gly-OHAsp-DGln/Dab-Ser-DAla-cOHOrn |
P. fluorescens bv.V | 51W | Q-DAla-DLys-Gly-Gly-OHDAsp-DGln-DSer-Ala-Gly-aDThr-cOHOrn |
P. fluorescens bv.V | 1W | Q-DSer-Lys-Gly-FoOHOrn-c(Lys-FoOHDOrn-Ser) |
P. fluorescens bv.V | 10CW | Q-DSer-Lys-Gly-FoOHOrn-c(Lys-FoOHDOrn-Ser) |
P. fluorescens bv.VI | PL7 | Q-DSer-AcOHDOrn-Ala-Gly-aDThr-Ala-cOHOrn |
P. fluorescens bv.VI | PL8 | Q-DLys-AcOHDOrn-Ala-Gly-aDThr-Ser-cOHOrn |
P. fluorescens | 1.3 | Q-DAla-DLys-Gly-Gly-OHAsp-DGln/Dab-Gly-Ser-cOHOrn |
P. fluorescens | 18.1 | Q-DSer-Lys-Gly-FoOHOrn-Ser-DSer-Gly-c(Lys-FoOHDOrn-Ser) |
P. fluorescens | CCM 2798 | Q-Ser-Dab-Gly-Ser-OHDAsp-Ala-Gly-DAla-Gly-cOHOrn |
P. fluorescens | CFBP 2392 | Q-DLys-AcOHDOrn-Gly-aDThr-Thr-Gln-Gly-DSer-cOHOrn |
P. fluorescens | CHA0 | Q-Asp-FoOHDOrn-Lys-c(Thr-Ala-Ala-FoOHDOrn-Lys) |
P. putida bv. B | 9BW | Q-DSer-Lys-OHHis-aDThr-Ser-cOHOrn |
P. putida | CFBP 2461 | Q-Asp-Lys-OHDAsp-Ser-aDThr-Ala-Thr-DLys-cOHOrn |
P. tolaasii | NCPPB 2192 | Q-DSer-Lys-Ser-DSer-Thr-Ser-AcOHOrn-Thr-DSer-cOHDOrn |
References
- ↑ S. Wendenbaum, P. Demange, A. Dell, J. M. Meyer and M. A. Abdallah (1983). "The structure of pyoverdine Pa, the siderophore of Pseudomonas aeruginosa". Tetrahedron Letters 24 (44): 4877–4880. doi:10.1016/S0040-4039(00)94031-0.
- ↑ Lamont, I. L.; Martin, L. W. (2003). "Identification and characterization of novel pyoverdine synthesis genes in Pseudomonas aeruginosa". Microbiology 149 (4): 833. doi:10.1099/mic.0.26085-0.
- ↑ 3.0 3.1 Meyer, J. M. (2000). "Pyoverdines: Pigments, siderophores and potential taxonomic markers of fluorescent Pseudomonas species". Archives of Microbiology 174 (3): 135–142. doi:10.1007/s002030000188. PMID 11041343.