4.7 Article

Biodegradation of phthalic acid esters (PAEs) by Cupriavidus oxalaticus strain E3 isolated from sediment and characterization of monoester hydrolases

Journal

CHEMOSPHERE
Volume 266, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.chemosphere.2020.129061

Keywords

Plasticizers; Transformation pathway; Genome sequencing; Catalytic triplet

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Phthalic acid esters (PAEs) are teratogenic and carcinogenic substances mainly metabolized by microorganisms in sediment. A novel strain, Cupriavidus oxalaticus strain E3, was isolated and characterized from sediment for PAEs degradation. The study systematically investigated the biodegradation of dibutyl phthalate (DBP) and bis(2-ethylhexyl) phthalate (DEHP) by strain E3, providing insights into the molecular mechanisms of PAEs degradation and expanding the range of functional bacteria through the isolation of strain E3.
Phthalic acid esters (PAEs) are teratogenic and carcinogenic and mainly metabolized by microorganisms in sediment. A novel strain, Cupriavidus oxalaticus strain E3, was isolated and characterized from sediment for PAEs degradation. The transformation of dibutyl phthalate (DBP) and bis(2-ethylhexyl) phthalate (DEHP) as the sole carbon source by strain E3 was systematically studied in the darkness through the kinetic studies and analysis of intermediates. After the initial lag pause of 5 he8 h, the strain efficiently degraded 87.4%-94.4% of DBP and 82.5%-85.6% of DEHP at an initial amount of each phthalate of 200 mg/L after 60 h of incubation. The biodegradation rate of DBP and DEHP followed a first-order kinetic model, and degradation rate constants (k) of them by E3 were 1.37 and 0.86 d(-)1, respectively. Gas chromatography-mass spectrometry (GC-MS) results revealed that the tentative PAEs degradation pathway, included the transformation from PAEs to phthalic acid (PA) and the complete mineralization of PA. In the phase of PAEs to PA, DBP with short sides reduced the chain length via hydrolyzation, and DEHP with long sides reduced the chain length via hydrolyzation and beta-oxidation. The 3D model of monoester hydrolase from C. oxalaticus was predicted and used for docking with mono-2-ethylhexyl phthalate (MEHP) and mono-n-butyl phthalate (MBP). The docking results showed that the conserved catalytic triplet structure (Ser140, His284, and Asp254) acted as active sites and participated in degrading PMEs. This study provided novel insights into the mechanisms of PAEs degradation at a molecular level and widened the scope of functional bacteria by isolating strain E3. (C) 2020 Elsevier Ltd. All rights reserved.

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