Abstract

The aim of the project was to find new catalysts capable of chlorolactone biotransformation. Three bicyclic chlorolactones with structures possessing one or two methyl groups in their cyclohexane ring were subjected to screening biotransformation using seven bacterial strains and one fungal strain from a salt mine. Three strains of bacteria (Micrococcus luteus Pb10, Micrococcus luteus WSP45, Gordonia alkanivorans Pd25) and one fungal strain (Aspergillus sydowii KGJ10) were able to catalyse hydrolytic dehalogenation of one substrate. The classification of the strains that were effective biocatalysts was confirmed by 16S rDNA analysis. The best result (76%) was obtained using Aspergillus sydowii KGJ10. All strains catalysed hydrolytic dehalogenation without changing the conformation. The equatorial position of the chlorine atom in the substrate turned out to be warrant of the positive result of the biotransformation process.

Highlights

  • Halogenated organic compounds constitute one of the largest groups of environmental chemicals [1]

  • Three bicyclic chlorolactones with the gem-dimethylcyclohexane ring (1) and the methylcyclohexane ring (2 and 3) were used as substrates for biotransformation by microorganisms isolated from bioaerosol emanating from the salt mine (Salt Mine KGHM "Polkowice-Sieroszowice")

  • Seven bacterial strains: Aerococcus viridans WSP451, Gordonia alkanivorans Pd25, Micrococcus luteus, and one strain of a filamentous fungus Aspergillus sydowii KGJ10 were used in biotransformation

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Summary

Introduction

Halogenated organic compounds constitute one of the largest groups of environmental chemicals [1]. Over 4000 halogenated compounds have been identified to date, in almost all classes of organic chemicals [2]. Neomangicol A and B have demonstrated in vitro cytotoxic activity toward the HCT-116 human colon tumor cell line [2]. Another example of a halogen containing drug is metoclopramide, a dopamine receptor antagonist used in the treatment of vomiting and nausea [4]. Many agricultural products such as herbicides, fungicides and insecticides are halogenated compounds [5,6]

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