Triacetylphloroglucinol
(Synonyms: 2,4,6-Triacetylphloroglucinol) 目录号 : GC45583A bridging ligand
Cas No.:2161-87-7
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >95.00%
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Triacetylphloroglucinol is a C3-symmetric tritopic bridging ligand.1,2,3 It has been used in the synthesis of various compounds, including trinuclear vanadium Schiff base complexes, copper complexes, and anthelmintics.
References
1. Spielberg, E.T., and Plass, W. 2,4,6‐Triacetylphlorogucinol as threefold symmetric bridging ligand: Synthesis, structure and magnetic properties of the copper complex. Eur. J. Inorg. Chem. 20, 3093-3096 (2010).
2. Suresh, P., Srimurugan, S., Babu, B., et al. Asymmetric sulfoxidation of prochiral sulfides using aminoalcohol derived chiral C3-symmetric trinuclear vanadium Schiff base complexes. Tetrahedron: Asymmetry 18(23), 2820-2827 (2007).
3. Bowden, K., Broadbent, J.L., and Ross, W.J. Some simple anthelmintics. Br. J. Pharmacol. Chemother. 24, 714-724 (1965).
Cas No. | 2161-87-7 | SDF | |
别名 | 2,4,6-Triacetylphloroglucinol | ||
Canonical SMILES | OC1=C(C(C)=O)C(O)=C(C(C)=O)C(O)=C1C(C)=O | ||
分子式 | C12H12O6 | 分子量 | 252.2 |
溶解度 | DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml | 储存条件 | Store at -20°C |
General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。 储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。 为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。 |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.9651 mL | 19.8255 mL | 39.6511 mL |
5 mM | 0.793 mL | 3.9651 mL | 7.9302 mL |
10 mM | 0.3965 mL | 1.9826 mL | 3.9651 mL |
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% DMSO % % Tween 80 % saline | ||||||||||
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1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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Characterization of PhlG, a hydrolase that specifically degrades the antifungal compound 2,4-diacetylphloroglucinol in the biocontrol agent Pseudomonas fluorescens CHA0
Appl Environ Microbiol 2006 Jan;72(1):418-27.PMID:16391073DOI:10.1128/AEM.72.1.418-427.2006.
The potent antimicrobial compound 2,4-diacetylphloroglucinol (DAPG) is a major determinant of biocontrol activity of plant-beneficial Pseudomonas fluorescens CHA0 against root diseases caused by fungal pathogens. The DAPG biosynthetic locus harbors the phlG gene, the function of which has not been elucidated thus far. The phlG gene is located upstream of the phlACBD biosynthetic operon, between the phlF and phlH genes which encode pathway-specific regulators. In this study, we assigned a function to PhlG as a hydrolase specifically degrades DAPG to equimolar amounts of mildly toxic monoacetylphloroglucinol (MAPG) and acetate. DAPG added to cultures of a DAPG-negative DeltaphlA mutant of strain CHA0 was completely degraded, and MAPG was temporarily accumulated. In contrast, DAPG was not degraded in cultures of a DeltaphlA DeltaphlG double mutant. To confirm the enzymatic nature of PhlG in vitro, the protein was histidine tagged, overexpressed in Escherichia coli, and purified by affinity chromatography. Purified PhlG had a molecular mass of about 40 kDa and catalyzed the degradation of DAPG to MAPG. The enzyme had a kcat of 33 s(-1) and a Km of 140 microM at 30 degrees C and pH 7. The PhlG enzyme did not degrade other compounds with structures similar to DAPG, such as MAPG and Triacetylphloroglucinol, suggesting strict substrate specificity. Interestingly, PhlG activity was strongly reduced by pyoluteorin, a further antifungal compound produced by the bacterium. Expression of phlG was not influenced by the substrate DAPG or the degradation product MAPG but was subject to positive control by the GacS/GacA two-component system and to negative control by the pathway-specific regulators PhlF and PhlH.