Mechanism of tartaric acid mediated dissipation and biotransformation of tetrabromobisphenol A and its derivatives in soil

Xiaonuo Zhang; Hong Lu; Jiyan Liu; Bekele Tadiyose; Huihui Wan; Zhihui Zhong; Yaxi Deng; Goujian Chi; Hongxia Zhao

doi:10.1016/j.jhazmat.2024.134350

Mechanism of tartaric acid mediated dissipation and biotransformation of tetrabromobisphenol A and its derivatives in soil

J Hazard Mater. 2024 Apr 18:471:134350. doi: 10.1016/j.jhazmat.2024.134350. Online ahead of print.

Authors

Xiaonuo Zhang¹, Hong Lu¹, Jiyan Liu², Bekele Tadiyose³, Huihui Wan⁴, Zhihui Zhong¹, Yaxi Deng¹, Goujian Chi¹, Hongxia Zhao⁵

Affiliations

¹ Key Laboratory of Industrial Ecology and Environmental Engineering, Ministry of Education, School of Environmental Science and Technology, Dalian University of Technology, 116024 Dalian, China.
² State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China.
³ Department of Biology, Eastern Nazarene College, MA 02170, USA.
⁴ Instrumental Analysis Center, Dalian University of Technology, 116024 Dalian, China.
⁵ Key Laboratory of Industrial Ecology and Environmental Engineering, Ministry of Education, School of Environmental Science and Technology, Dalian University of Technology, 116024 Dalian, China. Electronic address: hxzhao@dlut.edu.cn.

PMID: 38643580
DOI: 10.1016/j.jhazmat.2024.134350

Abstract

Biotransformation is a major dissipation process of tetrabromobisphenol A and its derivatives (TBBPAs) in soil. The biotransformation and ultimate environmental fate of TBBPAs have been widely studied, yet the effect of root exudates (especially low-molecular weight organic acids (LMWOAs)) on the fate of TBBPAs is poorly documented. Herein, the biotransformation behavior and mechanism of TBBPAs in bacteriome driven by LMWOAs were comprehensively investigated. Tartaric acid (TTA) was found to be the main component of LMWOAs in root exudates of Helianthus annus in the presence of TBBPAs, and was identified to play a key role in driving shaping bacteriome. TTA promoted shift of the dominant genus in soil bacteriome from Saccharibacteria_genera_incertae_sedis to Gemmatimonas, with a noteworthy increase of 24.90-34.65% in relative abundance of Gemmatimonas. A total of 28 conversion products were successfully identified, and β-scission was the principal biotransformation pathway for TBBPAs. TTA facilitated the emergence of novel conversion products, including 2,4-dibromophenol, 3,5-dibromo-4-hydroxyacetophenone, para-hydroxyacetophenone, and tribromobisphenol A. These products were formed via oxidative skeletal cleavage and debromination pathways. Additionally, bisphenol A was observed during the conversion of derivatives. This study provides a comprehensive understanding about biotransformation of TBBPAs driven by TTA in soil bacteriome, offering new insights into LMWOAs-driven biotransformation mechanisms.

Keywords: Bacteriome; Biotransformation; Derivatives; Root exudates; Tetrabromobisphenol A.