Bunescu Andrei, Besse-Hoggan Pascale, Sancelme Martine, Mailhot Gilles, Delort Anne-Marie
Laboratoire de Synthèse et Etude de Systèmes à Intérêt Biologique, UMR 6504 CNRS-Université Blaise Pascal, 63177 Aubière Cedex, France.
Appl Environ Microbiol. 2008 May;74(10):2976-84. doi: 10.1128/AEM.01696-07. Epub 2008 Feb 29.
The transformation of 2-aminobenzothiazole (ABT) was studied under various conditions: (i) a photodegradation process at a lambda of >300 nm in the presence of an Fe(III)-nitrilotriacetic acid complex (FeNTA), (ii) a biodegradation process using Rhodococcus rhodochrous OBT18 cells, and (iii) the combined processes (FeNTA plus Rhodococcus rhodochrous in the presence or absence of light). The transformation of ABT in the combined system, with or without light, was much more efficient (99% degradation after 25 h) than in the separated systems (37% photodegradation and 26% biodegradation after 125 h). No direct photolysis of ABT was observed. The main result seen is the strong positive impact of FeNTA on the photodegradation, as expected, and on the biotransformation efficiency of ABT, which was more surprising. This positive impact of FeNTA on the microbial metabolism was dependent on the FeNTA concentration. The use of UV high-performance liquid chromatography, liquid chromatography-electrospray ionization mass spectrometry, and in situ (1)H nuclear magnetic resonance provided evidence of the intermediary products and thus established transformation pathways of ABT in the different processes. These pathways were identical whether the degradation process was photo- or biotransformation. A new photoproduct was identified (4OH-ABT), corresponding to a hydroxylation reaction on position 4 of the aromatic ring of ABT.
研究了2-氨基苯并噻唑(ABT)在各种条件下的转化情况:(i)在Fe(III)-次氮基三乙酸络合物(FeNTA)存在下,波长>300 nm时的光降解过程;(ii)使用红平红球菌OBT18细胞的生物降解过程;(iii)联合过程(有光或无光条件下的FeNTA加红平红球菌)。ABT在联合体系中的转化,无论有无光照,都比在单独体系中更高效(25小时后降解99%)(单独体系中125小时后光降解37%,生物降解26%)。未观察到ABT的直接光解。主要结果是,正如预期的那样,FeNTA对光降解有强烈的积极影响,而且对ABT的生物转化效率也有积极影响,这更令人惊讶。FeNTA对微生物代谢的这种积极影响取决于FeNTA的浓度。使用紫外高效液相色谱、液相色谱-电喷雾电离质谱和原位¹H核磁共振提供了中间产物的证据,从而确定了ABT在不同过程中的转化途径。无论降解过程是光转化还是生物转化,这些途径都是相同的。鉴定出一种新的光产物(4OH-ABT),它对应于ABT芳香环第4位上的羟基化反应。