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Please use this identifier to cite or link to this item: https://doi.org/10.21256/zhaw-26805
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dc.contributor.authorKnobloch, Marco C.-
dc.contributor.authorSchinkel, Lena-
dc.contributor.authorSchilling, Iris-
dc.contributor.authorKohler, Hans-Peter E.-
dc.contributor.authorLienemann, Peter-
dc.contributor.authorBleiner, Davide-
dc.contributor.authorHeeb, Norbert V.-
dc.date.accessioned2023-02-06T15:08:42Z-
dc.date.available2023-02-06T15:08:42Z-
dc.date.issued2021-
dc.identifier.issn0045-6535de_CH
dc.identifier.issn1879-1298de_CH
dc.identifier.urihttps://digitalcollection.zhaw.ch/handle/11475/26805-
dc.description.abstractShort-chain chlorinated paraffins (SCCPs) are listed as persistent organic pollutants (POPs) under the Stockholm Convention. Such substances are toxic, bioaccumulating, transported over long distances and degrade slowly in the environment. Certain bacterial strains of the Sphingomonadacea family are able to degrade POPs, such as hexachlorocyclohexanes (HCHs) and hexabromocyclododecanes (HBCDs). The haloalkane dehalogenase LinB, expressed in certain Sphingomonadacea, is able to catalyze the transformation of haloalkanes to hydroxylated compounds. Therefore, LinB is a promising candidate for conversion of SCCPs. Hence, a mixture of chlorinated tridecanes was exposed in vitro to LinB, which was obtained through heterologous expression in Escherichia coli. Liquid chromatography mass spectrometry (LC-MS) was used to analyze chlorinated tridecanes and their transformation products. A chloride-enhanced soft ionization method, which favors the formation of chloride adducts [M+Cl]- without fragmentation, was applied. Mathematical deconvolution was used to distinguish interfering mass spectra of paraffinic, mono-olefinic and di-olefinic compounds. Several mono- and di-hydroxylated products including paraffinic, mono-olefinic and di-olefinic compounds were found after LinB exposure. Mono- (rt = 5.9-6.9 min) and di-hydroxylated (rt = 3.2-4.5 min) compounds were separated from starting material (rt = 7.7-8.5 min) by reversed phase LC. Chlorination degrees of chlorinated tridecanes increased during LinB-exposure from nCl = 8.80 to 9.07, indicating a preferential transformation of lower chlorinated (Cl<9) tridecanes. Thus, LinB indeed catalyzed a dehalohydroxylation of chlorinated tridecanes, tridecenes and tridecadienes. The observed hydroxylated compounds are relevant CP transformation products whose environmental and toxicological effects should be further investigated.de_CH
dc.language.isoende_CH
dc.publisherElsevierde_CH
dc.relation.ispartofChemospherede_CH
dc.rightshttp://creativecommons.org/licenses/by/4.0/de_CH
dc.subjectChlorinated olefins (COs)de_CH
dc.subjectChlorinated paraffins (CPs)de_CH
dc.subjectHaloalkane dehalogenase LinBde_CH
dc.subjectHydroxylated chlorinated paraffinsde_CH
dc.subjectPersistent organic pollutants (POPs)de_CH
dc.subjectBiocatalysisde_CH
dc.subjectEnvironmental Monitoringde_CH
dc.subjectEnvironmental Pollutantsde_CH
dc.subjectEscherichia colide_CH
dc.subjectHalogenationde_CH
dc.subjectHexachlorocyclohexanede_CH
dc.subjectHydrocarbons, Brominatedde_CH
dc.subjectHydrocarbons, Chlorinatedde_CH
dc.subjectHydrolasesde_CH
dc.subjectHydroxylationde_CH
dc.subjectParaffinde_CH
dc.subjectSphingomonadaceaede_CH
dc.subject.ddc660: Technische Chemiede_CH
dc.titleTransformation of short-chain chlorinated paraffins by the bacterial haloalkane dehalogenase LinB : Formation of mono- and di-hydroxylated metabolitesde_CH
dc.typeBeitrag in wissenschaftlicher Zeitschriftde_CH
dcterms.typeTextde_CH
zhaw.departementLife Sciences und Facility Managementde_CH
zhaw.organisationalunitInstitut für Chemie und Biotechnologie (ICBT)de_CH
dc.identifier.doi10.1016/j.chemosphere.2020.128288de_CH
dc.identifier.doi10.21256/zhaw-26805-
dc.identifier.pmid33182101de_CH
zhaw.funding.euNode_CH
zhaw.issue128288de_CH
zhaw.originated.zhawYesde_CH
zhaw.publication.statuspublishedVersionde_CH
zhaw.volume262de_CH
zhaw.publication.reviewPeer review (Publikation)de_CH
zhaw.author.additionalNode_CH
zhaw.display.portraitYesde_CH
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Knobloch, M. C., Schinkel, L., Schilling, I., Kohler, H.-P. E., Lienemann, P., Bleiner, D., & Heeb, N. V. (2021). Transformation of short-chain chlorinated paraffins by the bacterial haloalkane dehalogenase LinB : Formation of mono- and di-hydroxylated metabolites. Chemosphere, 262(128288). https://doi.org/10.1016/j.chemosphere.2020.128288
Knobloch, M.C. et al. (2021) ‘Transformation of short-chain chlorinated paraffins by the bacterial haloalkane dehalogenase LinB : Formation of mono- and di-hydroxylated metabolites’, Chemosphere, 262(128288). Available at: https://doi.org/10.1016/j.chemosphere.2020.128288.
M. C. Knobloch et al., “Transformation of short-chain chlorinated paraffins by the bacterial haloalkane dehalogenase LinB : Formation of mono- and di-hydroxylated metabolites,” Chemosphere, vol. 262, no. 128288, 2021, doi: 10.1016/j.chemosphere.2020.128288.
KNOBLOCH, Marco C., Lena SCHINKEL, Iris SCHILLING, Hans-Peter E. KOHLER, Peter LIENEMANN, Davide BLEINER und Norbert V. HEEB, 2021. Transformation of short-chain chlorinated paraffins by the bacterial haloalkane dehalogenase LinB : Formation of mono- and di-hydroxylated metabolites. Chemosphere. 2021. Bd. 262, Nr. 128288. DOI 10.1016/j.chemosphere.2020.128288
Knobloch, Marco C., Lena Schinkel, Iris Schilling, Hans-Peter E. Kohler, Peter Lienemann, Davide Bleiner, and Norbert V. Heeb. 2021. “Transformation of Short-Chain Chlorinated Paraffins by the Bacterial Haloalkane Dehalogenase LinB : Formation of Mono- and Di-Hydroxylated Metabolites.” Chemosphere 262 (128288). https://doi.org/10.1016/j.chemosphere.2020.128288.
Knobloch, Marco C., et al. “Transformation of Short-Chain Chlorinated Paraffins by the Bacterial Haloalkane Dehalogenase LinB : Formation of Mono- and Di-Hydroxylated Metabolites.” Chemosphere, vol. 262, no. 128288, 2021, https://doi.org/10.1016/j.chemosphere.2020.128288.


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