2,4-二乙酰基間苯三酚
化合物
2,4-二乙酰基間苯三酚（2,4-Diacetylphloroglucinol，2,4-DAPG）也稱2,4-二乙酰基藤黃酚，是一種酚，為熒光假單胞菌一些種的次級代謝產物。[1]研究發現，這些種代謝生成的這種化合物對植物致病菌具有抗生作用，具有生物防治功能。[2][3]在假單胞菌protegens的代謝產物中也發現了這種物質，對植物致病菌具有同樣的抗菌活性。[4][5]
| 2,4-二乙酰基間苯三酚 | |
|---|---|
| |
| IUPAC名 1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone | |
| 別名 | 2,4-DAPG |
| 識別 | |
| CAS號 | 2161-86-6 
|
| PubChem | 16547 |
| ChemSpider | 15687 |
| SMILES |
|
| 性質 | |
| 化學式 | C10H10O5 |
| 摩爾質量 | 210.18 g·mol⁻¹ |
| 若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。 | |
赤背蠑螈（redback salamanders）皮膚上的溶桿菌gummosus也能代謝生成2,4-二乙酰基間苯三酚。[6]
參考文獻
編輯- ^ 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.
