Choi S H, Gu M B
Department of Environmental Science and Engineering and Advanced Environmental Monitoring Research Center, Kwangju Institute of Science and Technology, 1 Oryong-dong, Puk-gu, Kwangju 500-712, South Korea.
Environ Toxicol Chem. 2001 Feb;20(2):248-55.
A genetically engineered Escherichia coli strain, DPD2540, containing a fabA::luxCDABE fusion that gives a bioluminescent output when membrane fatty acids are limited was used to determine the extent to which phenolics result in the limitation of membrane fatty acids. Tested phenolics were found to be classifiable into two groups according to the bioluminescent response they elicited and their pKa. A dose-dependent bioluminescent response, due to fatty acid limitation, was seen for phenolics with pKa values greater than seven, which exist mainly in the protonated form (HA), while no significant bioluminescent response was seen, compared with the control, for phenolics with pKa values lower than seven, which exist almost entirely as A-. A newly modified distribution model for phenolic compounds in the cellular membrane is proposed and used to predict the bioluminescent response induced by group I phenolics and the cellular toxicity for both groups. The [HA]*, obtained with this model, shows good correlation with the various bioluminescent responses produced by group I phenolics. It was also found that the distribution ratio between the medium and the cell membrane, K1, calculated as well using the proposed model, is a good representative parameter for the cellular toxicity of the phenolic compounds according to their substituted groups when compared with the conventional method of using the octanol-water partition coefficient, log Kow. As a new parameter, the critical concentration was also shown to be a good representative of the cellular toxicity for group I phenolics to the Escherichia coli cells.
一种基因工程大肠杆菌菌株DPD2540,含有fabA::luxCDABE融合基因,当膜脂肪酸受限时有生物发光输出,用于确定酚类物质导致膜脂肪酸受限的程度。根据所引发的生物发光反应及其pKa值,测试的酚类物质可分为两组。对于pKa值大于7的酚类物质,由于脂肪酸受限,观察到剂量依赖性生物发光反应,这些酚类物质主要以质子化形式(HA)存在;而对于pKa值低于7的酚类物质,与对照相比未观察到明显的生物发光反应,这些酚类物质几乎完全以A-形式存在。提出了一种新的细胞膜中酚类化合物的修正分布模型,并用于预测I组酚类物质诱导的生物发光反应以及两组的细胞毒性。用该模型得到的[HA]*与I组酚类物质产生的各种生物发光反应具有良好的相关性。还发现,使用所提出的模型计算的培养基与细胞膜之间的分布比K1,与使用辛醇-水分配系数log Kow的传统方法相比,是根据酚类化合物取代基团来表示其细胞毒性的一个良好代表性参数。作为一个新参数,临界浓度也被证明是I组酚类物质对大肠杆菌细胞毒性的一个良好代表。