文摘
This paper illustrates the use of a nonionic micellar system to enhance the efficiency of a bacterial wholecell oxidation of a polycyclic aromatic substrate. We have studied the biotransformation of naphthaleneoperated by an isolated strain of an engineered Escherichia coli to (+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene in a direct micellar system and in microemulsion. The rationale of the use of anengineered bacterial strain is the high regiochemical and stereochemical specificity in yielding chiralprecursors that can be subsequently used in a variety of syntheses of technological and pharmaceuticalinterest. These bacteria are able to degrade several polycyclic aromatic hydrocarbons (PAHs). Since thesesubstrates are poorly water soluble, new reaction media have to be designed, where such microorganismsare still viable and fully efficient. In a narrow composition range of the L1 phase region, the ternary systemTriton X100/water/ethyloleate provides an ideal microcompartmented medium, where the engineeredbacteria grow and where the PAH solubility and bioavailability increase the efficiency of bacterial conversion.A physicochemical characterization of the micellar phase and the conversion efficiency has been studiedas a function of the oil content.