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Different biotransformation of three hexabromocyclododecane diastereoisomers by Pseudomonas sp. under aerobic conditions

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Abstract To date, the aerobic biodegradation of hexabromocyclododecanes (HBCDs) by HBCD-degrading bacteria has largely been studied via a mixture of all diastereoisomers. To improve the understanding of the degradation process… Click to show full abstract

Abstract To date, the aerobic biodegradation of hexabromocyclododecanes (HBCDs) by HBCD-degrading bacteria has largely been studied via a mixture of all diastereoisomers. To improve the understanding of the degradation process of different diastereoisomers, we established an optimized method for isolating three diastereoisomers (α-, β-, and γ-HBCD) by high-performance liquid chromatography (HPLC) with a C18 column. One pure bacterial strain, Pseudomonas sp. strain GJY, was isolated with excellent HBCD biodegradation activity. At 30 °C, pH 7.0, and an initial HBCD concentration of 1 mg/L, the biodegradation rates of α-, β-, and γ-HBCDs were 85.38%, 82.64%, and 75.50% after 8 days of aerobic incubation, respectively. Only the enrichment of (+)γ-HBCD was observed, and no enantioselectivity was found in α- and β-HBCD. Finally, the metabolites were determined from a full scan, precursor ion scan, and product ion scan by UPLC–MS/MS. PBCDe, TeBCDe, DBCDi, PBCD-ols, TeBCDe-ols, and TrBCD-triols were the main products, and they exhibited differences in the three diastereoisomers. Interestingly, no aerobic hydroxylation product of HBCD, such as HBCD-ols and HBCD-diols, was identified in any of the degradation processes. In consideration of these products, the main degradation pathways of the three diastereoisomers were proposed.

Keywords: different biotransformation; three diastereoisomers; three hexabromocyclododecane; hbcd; hexabromocyclododecane diastereoisomers; biotransformation three

Journal Title: Chemical Engineering Journal
Year Published: 2019

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