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Revision as of 17:02, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 456498980 of page 2,4-Diacetylphloroglucinol for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 21:13, 11 December 2021 edit DePiep (talk | contribs)Extended confirmed users294,285 editsm →top: GHS update: remove empty EUClass/Rphrase/Sphrase parameters (depr), replaced: | RPhrases = | → |, | SPhrases = } → }Tag: AWB 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed | Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 456498010 | verifiedrevid = 477211001
| Name = 2,4-Diacetylphloroglucinol | Name = 2,4-Diacetylphloroglucinol
| ImageFile = 2,4-diacetylphloroglucinol.PNG | ImageFile = 2,4-diacetylphloroglucinol.PNG
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| ImageName = Chemical structure of 2,4-diacetylphloroglucinol | ImageName = Chemical structure of 2,4-diacetylphloroglucinol
| ImageAlt = Chemical structure of 2,4-diacetylphloroglucinol | ImageAlt = Chemical structure of 2,4-diacetylphloroglucinol
| PIN = 1,1′-(2,4,6-Trihydroxy-1,3-phenylene)di(ethan-1-one)
| IUPACName = 1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone
| OtherNames = 2,4-DAPG<!-- <br> --> | OtherNames = 1-(3-Acetyl-2,4,6-trihydroxyphenyl)ethanone<br />2,4-DAPG
|Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = <!-- blanked - oldvalue: 2161-86-6 --> | CASNo = 2161-86-6
| CASNo_Ref = {{cascite|changed|??}}= | CASNo_Ref = {{cascite|changed|??}}
| CASOther = | CASNoOther =
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 78688
| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 276139 | ChEMBL = 276139
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| MeSHName = | MeSHName =
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>10</sub>H<sub>10</sub>O<sub>5</sub> | Formula = C<sub>10</sub>H<sub>10</sub>O<sub>5</sub>
| MolarMass = 210.18 g/mol | MolarMass = 210.18 g/mol
| ExactMass = 210.052823 u
| Appearance = | Appearance =
| Density = | Density =
| MeltingPt = <!-- °C --> | MeltingPt =
| BoilingPt = <!-- °C --> | BoilingPt =
| Solubility = | Solubility =
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = | AutoignitionPt =
| RPhrases =
| SPhrases =
}} }}
}} }}

'''2,4-Diacetylphloroglucinol''' or '''Phl'''<ref name="Cook-et-al-1995">{{cite journal | last1 = Cook | first1 = RJ | last2 = Thomashow | first2 = LS | last3 = Weller | first3 = DM | last4 = Fujimoto | first4 = D | last5 = Mazzola | first5 = M | last6 = Bangera | first6 = G | last7 = Kim | first7 = DS | title = Molecular mechanisms of defense by rhizobacteria against root disease | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 92 | issue = 10 | pages = 4197–4201 | date = May 1995 | pmid = 11607544 | pmc = 41910 | doi = 10.1073/pnas.92.10.4197 | doi-access = free | bibcode = 1995PNAS...92.4197C }}</ref><ref name="Duffy-Defago-1999">{{cite journal | last1 = Duffy | first1 = BK | last2 = Défago | first2 = G | title = Environmental factors modulating antibiotic and siderophore biosynthesis by ''Pseudomonas fluorescens'' biocontrol strains | journal = Applied and Environmental Microbiology | volume = 65 | issue = 6 | pages = 2429–2438 | date = June 1999 | pmid = 10347023 | pmc = 91358 | doi = 10.1128/aem.65.6.2429-2438.1999 | doi-access = free | bibcode = 1999ApEnM..65.2429D }}</ref> is a natural phenol found in several bacteria:

* Specific strains of the ] '']''.<ref>{{cite journal | last1 = Achkar | first1 = J | last2 = Xian | first2 = M | last3 = Zhao | first3 = H | last4 = Frost | first4 = JW | title = Biosynthesis of phloroglucinol | journal = Journal of the American Chemical Society | volume = 127 | issue = 15 | pages = 5332–5333 | date = April 2005 | pmid = 15826166 | doi = 10.1021/ja042340g }}</ref> This compound is found to be responsible for the anti]<ref>{{cite journal | last1 = Bangera | first1 = MG | last2 = Thomashow | first2 = LS | title = Identification and characterization of a gene cluster for synthesis of the polyketide antibiotic 2,4-diacetylphloroglucinol from ''Pseudomonas fluorescens'' Q2-87 | journal = Journal of Bacteriology | volume = 181 | issue = 10 | pages = 3155–3163 | date = May 1999 | pmid = 10322017 | pmc = 93771 | doi = 10.1128/JB.181.10.3155-3163.1999 }}</ref> and ]<ref>{{cite journal | last1 = Cronin | first1 = D | last2 = Moenne-Loccoz | first2 = Y | last3 = Fenton | first3 = A | last4 = Dunne | first4 = C | last5 = Dowling | first5 = DN | last6 = O'gara | first6 = F | title = Role of 2,4-Diacetylphloroglucinol in the Interactions of the Biocontrol ''Pseudomonad'' Strain F113 with the Potato Cyst Nematode ''Globodera rostochiensis'' | journal = Applied and Environmental Microbiology | volume = 63 | issue = 4 | pages = 1357–1361 | date = April 1997 | pmid = 16535571 | pmc = 1389549 | doi = 10.1128/AEM.63.4.1357-1361.1997 | bibcode = 1997ApEnM..63.1357C }}</ref> properties in these strains.
* It is also found in '']'', where it has the same activity against various plant pathogens.<ref name=Ramette>{{cite journal | last1 = Ramette | first1 = A | last2 = Frapolli | first2 = M | last3 = Fischer-Le Saux | first3 = M | last4 = Gruffaz | first4 = C | last5 = Meyer | first5 = JM | last6 = Défago | first6 = G | last7 = Sutra | first7 = L | first8 = Moënne-Loccoz | last8 = Y | display-authors = 6 | title = ''Pseudomonas protegens'' sp. nov., widespread plant-protecting bacteria producing the biocontrol compounds 2,4-diacetylphloroglucinol and pyoluteorin | journal = Systematic and Applied Microbiology | volume = 34 | issue = 3 | pages = 180–188 | date = May 2011 | pmid = 21392918 | doi = 10.1016/j.syapm.2010.10.005 }}</ref><ref>{{cite journal | last1 = Haas | first1 = D | last2 = Défago | first2 = G | title = Biological control of soil-borne pathogens by fluorescent pseudomonads | journal = Nature Reviews. Microbiology | volume = 3 | issue = 4 | pages = 307–319 | date = April 2005 | pmid = 15759041 | doi = 10.1038/nrmicro1129 | s2cid = 18469703 }}</ref>
* '']'', a bacterium which lives on the skin of ]s.<ref name="Brucker et al. 2008">{{cite journal | last1 = Brucker | first1 = RM | last2 = Baylor | first2 = CM | last3 = Walters | first3 = RL | last4 = Lauer | first4 = A | last5 = Harris | first5 = RN | last6 = Minbiole | first6 = KP | title = The identification of 2,4-diacetylphloroglucinol as an antifungal metabolite produced by cutaneous bacteria of the salamander ''Plethodon cinereus'' | journal = Journal of Chemical Ecology | volume = 34 | issue = 1 | pages = 39–43 | date = January 2008 | pmid = 18058176 | doi = 10.1007/s10886-007-9352-8 | s2cid = 27149357 }}</ref>
* Isolates of '']'' found in ], living in ] produce it to ] '']''.<ref name="Garagulya-et-al-1974">{{cite journal | last1 = Garagulia | first1 = AD | last2 = Kiprianova | first2 = EA | last3 = Boĭko | first3 = OI | title = | language = Ukrainian | journal = Mikrobiolohichnyi Zhurnal | volume = 36 | issue = 2 | pages = 197–202 | date = 1974 | pmid = 4465652 | oclc = 1063241398 }}</ref><ref name="Pidoplichko-Garagulya-1974">{{cite journal | title = | language = Ukrainian | last1 = Pidoplichko | first1 = VN | last2 = Garagulya | first2 = AD | location=] | date=1974 | journal=] | volume=36 | pages=599–602 | oclc=1063241398 | issn=1028-0987}}</ref><ref name="Cook-et-al-1995" />

== References ==
{{reflist}}

{{DEFAULTSORT:Diacetylphloroglucinol, 2,4-}}
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