2,4-二乙酰基间苯三酚
化合物
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，是一种酚，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]
| 2,4-二乙酰基间苯三酚 | |
|---|---|
| |
| 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 |
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| 性质 | |
| 化学式 | C10H10O5 |
| 摩尔质量 | 210.18 g·mol⁻¹ |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
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- ^ 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
- ^ 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.
- ^ 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.
- ^ 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
- ^ 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
- ^ 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.
