2,4-二乙酰基间苯三酚

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2,4-二乙酰基间苯三酚
Chemical structure of 2,4-diacetylphloroglucinol
IUPAC名
1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone
别名 2,4-DAPG
识别
CAS号 2161-86-6
PubChem 16547
ChemSpider 15687
SMILES
性质
化学式 C10H10O5
摩尔质量 210.18 g/mol g·mol⁻¹
精确质量 210.052823 u
若非注明,所有数据均出自一般条件(25 ℃,100 kPa)下。

2,4-二乙酰基间苯三酚(2,4-Diacetylphloroglucinol,2,4-DAPG)也称2,4-二乙酰基藤黄酚,是一种,为荧光假单胞菌一些种的次级代谢产物。[1]研究发现,这些种代谢生成的这种化合物对植物致病菌具有抗生作用,具有生物防治功能。[2][3]在假单胞菌protegens的代谢产物中也发现了这种物质,对植物致病菌具有同样的抗菌活性。[4][5]

赤背蝾螈(redback salamanders)皮肤上的溶杆菌gummosus也能代谢生成2,4-二乙酰基间苯三酚。[6]

参考文献[编辑]

  1. ^ Biosynthesis of Phloroglucinol. Jihane Achkar, Mo Xian, Huimin Zhao and J. W. Frost, J. AM. CHEM. SOC., 2005, volume 127, pages 5332-5333, doi:10.1021/ja042340g
  2. ^ 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. 1999, 181 (10): 3155–63. PMC 93771. PMID 10322017. 
  3. ^ 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. 1997, 63 (4): 1357–61. PMC 1389549. PMID 16535571. 
  4. ^ Ramette et al. (2011) Pseudomonas protegens sp. nov., widespread plant-protecting bacteria producing the biocontrol compounds 2,4-diacetylphloroglucinol and pyoluteorin. Systematic and Applied Microbiology 34, 180–188 doi:10.1016/j.syapm.2010.10.005
  5. ^ Haas D, Defago G. (2005) Biological control of soil-borne pathogens by fluorescent pseudomonads. Nature Reviews in Microbiology 3(4):307-19 doi:10.1038/nrmicro1129 PMID 15759041
  6. ^ Brucker RM, Baylor CM, Walters RL, Lauer A, Harris RN, Minbiole KPC. 2008. 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.