Please use this identifier to cite or link to this item: https://hdl.handle.net/10216/120379
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dc.creatorMaia A.S.
dc.creatorCastro P.M.L.
dc.creatorTiritan M.E.
dc.date.accessioned2019-05-31T16:15:13Z-
dc.date.available2019-05-31T16:15:13Z-
dc.date.issued2016
dc.identifier.issn15700232
dc.identifier.urihttps://hdl.handle.net/10216/120379-
dc.description.abstractOfloxacin is a chiral fluoroquinolone commercialized as racemate and as its enantiomerically pure form levofloxacin. This work presents an integrated liquid chromatography (LC) method with fluorescence detection (FD) and exact mass spectrometry (EMS) developed to assess the enantiomeric biodegradation of ofloxacin and levofloxacin in laboratory-scale microcosms. The optimized enantioseparation conditions were achieved using a macrocyclic antibiotic ristocetin A-bonded CSP (150 × 2.1 mm i.d.; particle size 5 μm) under reversed-phase elution mode. The method was validated using a mineral salts medium as matrix and presented selectivity and linearity over a concentration range from 5 μg L−1 (quantification limit) to 350 μg L−1 for each enantiomer. The method was successfully applied to evaluate biodegradation of ofloxacin enantiomers at 250 μg L−1 by an activated sludge inoculum. Ofloxacin (racemic mixture) and (S)-enantiomer (levofloxacin) were degraded up to 58 and 52%, respectively. An additional degradable carbon source, acetate, enhanced biodegradation up to 23%. (S)-enantiomer presented the highest extent of degradation (66.8%) when ofloxacin was supplied along with acetate. Results indicated slightly higher biodegradation extents for the (S)-enantiomer when supplementation was done with ofloxacin. Degradation occurred faster in the first 3 days and proceeded slowly until the end of the assays. The chromatographic results from LC-FD suggested the formation of the (R)-enantiomer during levofloxacin biodegradation which was confirmed by LC–MS with a LTQ Orbitrap XL. © 2016 Elsevier
dc.description.sponsorshipAuthors wish to thank Fundação para a Ciência e Tecnologia – FCT for financial support under the project Fluoropharma PTDC/EBB-EBI/111699/2009, PhD grant attributed to Alexandra S. Maia SFRH/BD/86939/2012, QREN-POPH, European Social Fund, MCTES, PEst (FCOMP-01-0124-FEDER-022718; PEst-OE/EQB/LA0016/2011, PEst-OE/SAU/UI4040/2014). This research was partially supported by the Strategic Funding UID/Multi/04423/2013 through national funds provided by Fundação para a Ciência e Tecnologia – FCT and European Regional Development Fund (ERDF), in the framework of the programme PT2020 and by CESPU (PHARMADRUGS-CESPU-2014). The authors thank Parada WWTP for supplying the activated sludge, Virgínia Gonçalves for her collaboration, and also CEMUP – Materials Centre of the University of Porto and the Laboratory for Structural Elucidation for the mass spectrometry analysis.
dc.language.isoeng
dc.publisherElsevier
dc.relationinfo:eu-repo/grantAgreement/FCT/5876/147268/PT
dc.relation.ispartofJournal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, vol. 1029-1030, p. 174-183
dc.rightsrestrictedAccess
dc.subjectActivated sludge process
dc.subjectAntibiotics
dc.subjectCarbon
dc.subjectChromatography
dc.subjectDrug products
dc.subjectEnantiomers
dc.subjectEnantioselectivity
dc.subjectFinite difference method
dc.subjectLiquid chromatography
dc.subjectMass spectrometry
dc.subjectParticle size
dc.subjectActivated sludge
dc.subjectEnhanced biodegradation
dc.subjectFluorescence detection
dc.subjectLevofloxacin
dc.subjectMacrocyclic antibiotics
dc.subjectMineral salts mediums
dc.subjectOfloxacin
dc.subjectStationary phasis
dc.subjectBiodegradation
dc.subjectacetic acid
dc.subjectlevofloxacin
dc.subjectofloxacin
dc.subjectristocetin A
dc.subjectantiinfective agent
dc.subjectlevofloxacin
dc.subjectsewage
dc.subjectwater pollutant
dc.subjectacidification
dc.subjectactivated sludge
dc.subjectaqueous solution
dc.subjectArticle
dc.subjectbiodegradation
dc.subjectconcentration (parameters)
dc.subjectenantioselectivity
dc.subjectexact mass spectrometry
dc.subjectflow rate
dc.subjectfluorescence analysis
dc.subjectionization
dc.subjectlimit of quantitation
dc.subjectmass spectrometry
dc.subjectparticle size
dc.subjectpH
dc.subjectpriority journal
dc.subjectprocess optimization
dc.subjectwaste water management
dc.subjectanalysis
dc.subjectbioremediation
dc.subjectisolation and purification
dc.subjectlimit of detection
dc.subjectliquid chromatography
dc.subjectmicrobiology
dc.subjectprocedures
dc.subjectsewage
dc.subjectstereoisomerism
dc.subjecttandem mass spectrometry
dc.subjectvalidation study
dc.subjectwater pollutant
dc.subjectAnti-Infective Agents
dc.subjectBiodegradation, Environmental
dc.subjectChromatography, Liquid
dc.subjectLevofloxacin
dc.subjectLimit of Detection
dc.subjectSewage
dc.subjectStereoisomerism
dc.subjectTandem Mass Spectrometry
dc.subjectWater Pollutants, Chemical
dc.titleIntegrated liquid chromatography method in enantioselective studies: Biodegradation of ofloxacin by an activated sludge consortium
dc.typeArtigo em Revista Científica Internacional
dc.contributor.uportoCIIMAR - Centro Interdisciplinar de Investigação Marinha e Ambiental
dc.identifier.doi10.1016/j.jchromb.2016.06.026
dc.relation.publisherversionhttp://dx.doi.org/10.1016/j.jchromb.2016.06.026
Appears in Collections:CIIMAR - Artigo em Revista Científica Internacional

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