Duetz W A, Fjällman A H, Ren S, Jourdat C, Witholt B
Institute of Biotechnology, ETH Hönggerberg, HPT, CH 8093, Zürich, Switzerland.
Appl Environ Microbiol. 2001 Jun;67(6):2829-32. doi: 10.1128/AEM.67.6.2829-2832.2001.
The toluene-degrading strain Rhodococcus opacus PWD4 was found to hydroxylate D-limonene exclusively in the 6-position, yielding enantiomerically pure (+) trans-carveol and traces of (+) carvone. This biotransformation was studied using cells cultivated in chemostat culture with toluene as a carbon and energy source. The maximal specific activity of (+) trans-carveol formation was 14.7 U (g of cells [dry weight])(-1), and the final yield was 94 to 97%. Toluene was found to be a strong competitive inhibitor of the D-limonene conversion. Glucose-grown cells did not form any trans-carveol from D-limonene. These results suggest that one of the enzymes involved in toluene degradation is responsible for this allylic monohydroxylation. Another toluene degrader (Rhodococcus globerulus PWD8) had a lower specific activity but was found to oxidize most of the formed trans-carveol to (+) carvone, allowing for the biocatalytic production of this flavor compound.
研究发现,甲苯降解菌株食油红球菌PWD4仅在D-柠檬烯的6位进行羟基化反应,生成对映体纯的(+)反式香芹醇和痕量的(+)香芹酮。使用以甲苯作为碳源和能源在恒化器培养中培养的细胞对这种生物转化进行了研究。(+)反式香芹醇形成的最大比活性为14.7 U(每克细胞[干重])⁻¹,最终产率为94%至97%。发现甲苯是D-柠檬烯转化的强竞争性抑制剂。以葡萄糖培养的细胞不能从D-柠檬烯形成任何反式香芹醇。这些结果表明,参与甲苯降解的一种酶负责这种烯丙基单羟基化反应。另一种甲苯降解菌(球形红球菌PWD8)的比活性较低,但发现它能将大部分生成的反式香芹醇氧化为(+)香芹酮,从而实现这种风味化合物的生物催化生产。