2,4-Diacetylphloroglucinol

changed changed 477211001 2,4-Diacetylphloroglucinol 2,4-diacetylphloroglucinol.PNG 200px Chemical structure of 2,4-diacetylphloroglucinol Chemical structure of 2,4-diacetylphloroglucinol 1,1′-(2,4,6-Trihydroxy-1,3-phenylene)di(ethan-1-one) 1-(3-Acetyl-2,4,6-trihydroxyphenyl)ethanone2,4-DAPG 2161-86-6 changed ?? changed EBI 78688 correct EBI 276139 16547 correct FDA 8XV4YYO3WN correct chemspider 15687 correct chemspider 1S/C10H10O5/c1-4(11)8-6(13)3-7(14)9(5(2)12)10(8)15/h3,13-15H,1-2H3 correct chemspider PIFFQYJYNWXNGE-UHFFFAOYSA-N CC(=O)C1=C(C(=C(C=C1O)O)C(=O)C)O C10H10O5 210.18 g/mol 2,4-Diacetylphloroglucinol or Phl Cook RJ Thomashow LS Weller DM Fujimoto D Mazzola M Bangera G Kim DS Molecular mechanisms of defense by rhizobacteria against root disease Proceedings of the National Academy of Sciences of the United States of America 92 10 4197–4201 May 1995 11607544 41910 10.1073/pnas.92.10.4197 free 1995PNAS...92.4197C Duffy BK Défago G Environmental factors modulating antibiotic and siderophore biosynthesis by Pseudomonas fluorescens biocontrol strains Applied and Environmental Microbiology 65 6 2429–2438 June 1999 10347023 91358 10.1128/aem.65.6.2429-2438.1999 free 1999ApEnM..65.2429D is a natural phenol found in several bacteria: Specific strains of the Gram-negative bacterium Pseudomonas fluorescens. Achkar J Xian M Zhao H Frost JW Biosynthesis of phloroglucinol Journal of the American Chemical Society 127 15 5332–5333 April 2005 15826166 10.1021/ja042340g This compound is found to be responsible for the antiphytopathogenic Bangera MG Thomashow LS Identification and characterization of a gene cluster for synthesis of the polyketide antibiotic 2,4-diacetylphloroglucinol from Pseudomonas fluorescens Q2-87 Journal of Bacteriology 181 10 3155–3163 May 1999 10322017 93771 10.1128/JB.181.10.3155-3163.1999 and biocontrol Cronin D Moenne-Loccoz Y Fenton A Dunne C Dowling DN O'gara F Role of 2,4-Diacetylphloroglucinol in the Interactions of the Biocontrol Pseudomonad Strain F113 with the Potato Cyst Nematode Globodera rostochiensis Applied and Environmental Microbiology 63 4 1357–1361 April 1997 16535571 1389549 10.1128/AEM.63.4.1357-1361.1997 1997ApEnM..63.1357C properties in these strains. It is also found in Pseudomonas protegens, where it has the same activity against various plant pathogens. Ramette A Frapolli M Fischer-Le Saux M Gruffaz C Meyer JM Défago G Sutra L Moënne-Loccoz Y 6 Pseudomonas protegens sp. nov., widespread plant-protecting bacteria producing the biocontrol compounds 2,4-diacetylphloroglucinol and pyoluteorin Systematic and Applied Microbiology 34 3 180–188 May 2011 21392918 10.1016/j.syapm.2010.10.005 Haas D Défago G Biological control of soil-borne pathogens by fluorescent pseudomonads Nature Reviews. Microbiology 3 4 307–319 April 2005 15759041 10.1038/nrmicro1129 18469703 Lysobacter gummosus, a bacterium which lives on the skin of red-backed salamanders. Brucker RM Baylor CM Walters RL Lauer A Harris RN Minbiole KP The identification of 2,4-diacetylphloroglucinol as an antifungal metabolite produced by cutaneous bacteria of the salamander Plethodon cinereus Journal of Chemical Ecology 34 1 39–43 January 2008 18058176 10.1007/s10886-007-9352-8 27149357 Isolates of Pseudomonas aurantiaca found in Ukraine, living in root symbiosis produce it to control Fusarium oxysporum. Garagulia AD Kiprianova EA Boĭko OI [Antibiotic action of bacteria of the genus Pseudomonas on phytopathogenic fungi] Ukrainian Mikrobiolohichnyi Zhurnal 36 2 197–202 1974 4465652 1063241398 [Effect of antagonistic bacteria on development of wheat root rot] Ukrainian Pidoplichko VN Garagulya AD Kyiv 1974 Zhurnal Mikrobiologii 36 599–602 1063241398 1028-0987 References Category:Phloroglucinols Category:Aromatic ketones