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Enantioselective degradation of ofloxacin and levofloxacin by the bacterial strains Labrys portucalensis F11 and Rhodococcus sp. FP1

2018Journal article Restricted access
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dc.contributor.authorMaia, Alexandra S.
dc.contributor.authorTiritan, Maria Elizabeth
dc.contributor.authorCastro, Paula M.L.
dc.date.accessioned2018-09-13T17:48:12Z
dc.date.available2018-09-13T17:48:12Z
dc.date.issued2018
dc.description.abstractFluoroquinolones are a class of antibiotics widely prescribed in both human and veterinary medicine of high environmental concern and characterized as environmental micropollutants due to their ecotoxicity and persistence and antibacterial resistance potential. Ofloxacin and levofloxacin are chiral fluoroquinolones commercialized as racemate and in enantiomerically pure form, respectively. Since the pharmacological properties and toxicity of the enantiomers may be very different, understanding the stereochemistry of these compounds should be a priority in environmental monitoring. This work presents the biodegradation of racemic ofloxacin and its (S)-enantiomer levofloxacin by the bacterial strains Labrys portucalensis F11 and Rhodococcus sp. FP1 at a laboratory-scale microcosm following the removal and the behavior of the enantiomers. Strain F11 could degrade both antibiotics almost completely when acetate was supplied regularly to the cultures. Enrichment of the (R)-enantiomer was observed in FP1 and F11 cultures supplied with ofloxacin. Racemization was observed in the biodegradation of the pure (S)-ofloxacin (levofloxacin) by strain F11, which was confirmed by liquid chromatography - exact mass spectrometry. Biodegradation of ofloxacin at 450 μg L−1 by both bacterial strains expressed good linear fits (R2> 0.98) according to the Rayleigh equation. The enantiomeric enrichment factors were comprised between −22.5% to −9.1%, and −18.7% to −9.0% in the biodegradation of ofloxacin by strains F11 and FP1, respectively, with no significant differences for the two bacteria under the same conditions. This is the first time that enantioselective biodegradation of ofloxacin and levofloxacin by single bacteria is reported.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationMaia, A. S., Tiritan, M. E., Castro, P. M. L. (2018). Enantioselective degradation of ofloxacin and levofloxacin by the bacterial strains Labrys portucalensis F11 and Rhodococcus sp. FP1. Ecotoxicology and Environmental Safety, 155, 144-151pt_PT
dc.identifier.doi10.1016/j.ecoenv.2018.02.067pt_PT
dc.identifier.eid85042726759
dc.identifier.eissn1090-2414
dc.identifier.issn0147-6513
dc.identifier.pmid29510309
dc.identifier.urihttp://hdl.handle.net/10400.14/25692
dc.identifier.wos000428834500018
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationPTDC/EBB [HYPHEN]EBI/111699/2009
dc.subjectOfloxacinpt_PT
dc.subjectBacterial biodegradationpt_PT
dc.subjectAerobic conditionspt_PT
dc.subjectEnantioselectivitypt_PT
dc.subjectEnantiomeric enrichmentpt_PT
dc.titleEnantioselective degradation of ofloxacin and levofloxacin by the bacterial strains Labrys portucalensis F11 and Rhodococcus sp. FP1pt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F86939%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F50016%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04423%2F2013/PT
oaire.citation.titleEcotoxicology and Environmental Safetypt_PT
oaire.fundingStreamSFRH
oaire.fundingStream5876
oaire.fundingStream5876
person.familyNameMaia
person.familyNameTiritan
person.familyNameCastro
person.givenNameAlexandra S.
person.givenNameMaria Elizabeth
person.givenNamePaula
person.identifier1310409
person.identifier2013444
person.identifier.ciencia-id6A15-F0A3-AEF2
person.identifier.ciencia-idD915-BFC0-FB3A
person.identifier.ciencia-id7C1F-6C72-354A
person.identifier.orcid0000-0002-4167-383X
person.identifier.orcid0000-0003-3320-730X
person.identifier.orcid0000-0001-8841-6606
person.identifier.ridK-9492-2014
person.identifier.ridM-8241-2013
person.identifier.scopus-author-id55332349300
person.identifier.scopus-author-id6602890981
person.identifier.scopus-author-id7102781782
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccesspt_PT
rcaap.typearticlept_PT
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