| 词条 | 2,4-Diacetylphloroglucinol |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477211001 | Name = 2,4-Diacetylphloroglucinol | ImageFile = 2,4-diacetylphloroglucinol.PNG | ImageSize = 200px | ImageName = 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) | OtherNames = 1-(3-Acetyl-2,4,6-trihydroxyphenyl)ethanone 2,4-DAPG |Section1={{Chembox Identifiers | CASNo = 2161-86-6 | CASNo_Ref = {{cascite|changed|??}} | CASNoOther = | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 78688 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 276139 | PubChem = 16547 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 8XV4YYO3WN | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 15687 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C10H10O5/c1-4(11)8-6(13)3-7(14)9(5(2)12)10(8)15/h3,13-15H,1-2H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = PIFFQYJYNWXNGE-UHFFFAOYSA-N | SMILES = CC(=O)C1=C(C(=C(C=C1O)O)C(=O)C)O | InChI = | MeSHName = }} |Section2={{Chembox Properties | Formula = C10H10O5 | MolarMass = 210.18 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = | RPhrases = | SPhrases = }} }}2,4-Diacetylphloroglucinol is a natural phenol found in specific strains of the Gram-negative bacterium Pseudomonas fluorescens.[1] This compound is found to be responsible for the antiphytopathogenic[2] and biocontrol[3] properties in these strains. It is also found in Pseudomonas protegens, where it has the same activity against various plant pathogens.[4][5] 2,4-Diacetylphloroglucinol is also produced by Lysobacter gummosus, a bacterium which lives on the skin of red-backed salamanders.[6] References1. ^{{cite journal |title= Biosynthesis of Phloroglucinol |first1= Jihane |last1= Achkar |first2= Mo |last2= Xian |first3= Huimin |last3= Zhao |first4= J. W. |last4= Frost |journal= J. Am. Chem. Soc. |year= 2005 |volume= 127 |pages= 5332–5333 |doi= 10.1021/ja042340g |pmid=15826166 |issue=15}} {{DEFAULTSORT:Diacetylphloroglucinol, 2,4-}}{{natural-phenol-stub}}2. ^{{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 = 3155–63 | year = 1999 | pmid = 10322017 | pmc = 93771}} 3. ^{{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 = 1357–61 | year = 1997 | pmid = 16535571 | pmc = 1389549}} 4. ^{{cite journal |first1= Alban |last1= Ramettea |first2= Michele |last2= Frapollia |first3= Marion |last3= Fischer-Le Saux |first4= C. |last4= Gruffaz |first5= Jean-Marie |last5= Meyer |first6= Geneviève |last6= Défago |first7= Laurent |last7= Sutra |first8= Yvan |last8= Moënne-Loccoz |year= 2011 |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 |doi= 10.1016/j.syapm.2010.10.005}} 5. ^{{cite journal |last1= Haas |first1= D. |last2= Defago |first2= G. |year= 2005 |title= Biological control of soil-borne pathogens by fluorescent pseudomonads |journal= Nature Reviews Microbiology |volume= 3 |issue= 4 |pages= 307–19 |doi= 10.1038/nrmicro1129 |pmid= 15759041 }} 6. ^{{cite journal |last1= Brucker |first1= R.M. |last2= Baylor |first2= C.M. |last3= Walters |first3= R.L. |last4= Lauer |first4= A. |last5= Harris |first5= R.N. |last6= Minbiole |first6= K.P.C. |year= 2008 |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 |doi=10.1007/s10886-007-9352-8 |pmid=18058176}} 2 : Phloroglucinols|Aromatic ketones |
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