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Chiral inversion of 2-arylpropionoic acid (2-APA) enantiomers during simulated biological wastewater treatment
- Source :
- Water Research. 209:117871
- Publication Year :
- 2022
- Publisher :
- Elsevier BV, 2022.
-
Abstract
- This study examined the removal and enantio-specific fate of a suite of eleven chiral 2-arylpropionic acids (2-APAs) during biological wastewater treatment simulated in a laboratory-scale membrane bioreactor (MBR). Using pure (R)- and (S)- enantiomers in the MBR influent, chiral inversion was determined through the increase in the concentration of the non-dominant enantiomer and changes in the enantiomeric fraction (EF) between the two enantiomers during the treatment process. Effective (> 90%) and similar removal rates between (R)- and (S)- enantiomers were confirmed for eight 2-APAs. In this study, 2-APAs exhibited diverse and distinctive chiral inversion behaviours: two 2-APAs showed (R→S) unidirectional inversion, three 2-APAs showed (S→R) unidirectional inversion, and six 2-APAs showed bidirectional inversion. This is the first study to report chiral inversion behaviours of a comprehensive suite of 2-APAs with a variety of functional groups substituted onto the aryl ring. A decrease in effluent EF over time was observed for two 2-APAs. This study shows that chiral inversion of 2-APAs varies significantly from compound to compound, despite the high similarity in their chemical structures.
- Subjects :
- Environmental Engineering
Chemistry
Stereochemistry
Ecological Modeling
Aryl
Treatment process
0207 environmental engineering
02 engineering and technology
010501 environmental sciences
Membrane bioreactor
01 natural sciences
Pollution
Inversion (discrete mathematics)
6. Clean water
chemistry.chemical_compound
Sewage treatment
Enantiomer
020701 environmental engineering
Waste Management and Disposal
0105 earth and related environmental sciences
Water Science and Technology
Civil and Structural Engineering
Subjects
Details
- ISSN :
- 00431354
- Volume :
- 209
- Database :
- OpenAIRE
- Journal :
- Water Research
- Accession number :
- edsair.doi.dedup.....c7b768b1781e99241786c20928b07cad