Biocatalytic chlorination of aromatic hydrocarbons by chloroperoxidase of caldariomyces fumago

Rafael Vázquez-Duhalt, Marcela Ayala, Facundo J. Márquez-Rocha

Research output: Contribution to journalArticlepeer-review

51 Scopus citations

Abstract

Chloroperoxidase from Caldariomyces fumago was able to chlorinate 17 of 20 aromatic hydrocarbons assayed in the presence of hydrogen peroxide and chloride ions. Reaction rates varied from 0.6 min-1 for naphthalene to 758 min-1 for 9-methylanthracene. Mono-, di- and tri-chlorinated compounds were obtained from the chloroperoxidase-mediated reaction on aromatic compounds. Dichloroacenaphthene, trichloroacenaphthene 9,10-dichloroanthracene, chloropyrene, dichloropyrene, dichlorobiphenylene and trichlorobiphenylene were identified by mass spectral analyses as products from acenaphthene, anthracene, pyrene and biophenylene respectively. Polycyclic aromatic hydrocarbons with 5 and 6 aromatic rings were also substrates for the chloroperoxidase reaction. The importance of the microbial chlorination of aromatic pollutants and its potential environmental impact are discussed.

Original languageEnglish
Pages (from-to)929-933
Number of pages5
JournalPhytochemistry
Volume58
Issue number6
DOIs
StatePublished - 23 Nov 2001

Keywords

  • Enzymatic chlorination
  • Fungal chloroperoxidase
  • Polycyclic aromatic hydrocarbons

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