Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 2,4-Diacetylphloroglucinol: Difference between pages

| Watchedfields = changed

| verifiedrevid = 477211001

| PIN = 1,1′-(2,4,6-Trihydroxy-1,3-phenylene)di(ethan-1-one)

| OtherNames = 1-(3-Acetyl-2,4,6-trihydroxyphenyl)ethanone<br />2,4-DAPG

|Section1={{Chembox Identifiers

| CASNo = 2161-86-6

| CASNo_Ref = {{cascite|changed|??}}

| CASNoOther =

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 78688

|Section2={{Chembox Properties

| MeltingPt =

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|Section3={{Chembox Hazards

| AutoignitionPt =

'''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 [[Gram-negative bacterium]] ''[[Pseudomonas fluorescens]]''.<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[[phytopathogenic]]<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 [[biocontrol]]<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 ''[[Pseudomonas protegens]]'', 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>

* ''[[Lysobacter gummosus]]'', a bacterium which lives on the skin of [[red-backed salamander]]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 ''[[Pseudomonas aurantiaca]]'' found in [[Ukraine]], living in [[root symbiosis]] produce it to [[biological pest control|control]] ''[[Fusarium oxysporum]]''.<ref name="Garagulya-et-al-1974">{{cite journal | last1 = Garagulia | first1 = AD | last2 = Kiprianova | first2 = EA | last3 = Boĭko | first3 = OI | title = [Antibiotic action of bacteria of the genus ''Pseudomonas'' on phytopathogenic fungi] | 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 = [Effect of antagonistic bacteria on development of wheat root rot] | language = Ukrainian | last1 = Pidoplichko | first1 = VN | last2 = Garagulya | first2 = AD | location=[[Kyiv]] | date=1974 | journal=[[Zhurnal Mikrobiologii]] | volume=36 | pages=599–602 | oclc=1063241398 | issn=1028-0987}}</ref><ref name="Cook-et-al-1995" />

== References ==

{{reflist}}

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

[[Category:Phloroglucinols]]

[[Category:Aromatic ketones]]

{{aromatic-stub}}