Biotransformation of α-bromoacetophenones by the marine fungus Aspergillus sydowii

Mar Biotechnol (NY). 2010 Oct;12(5):552-7. doi: 10.1007/s10126-009-9241-y. Epub 2009 Nov 27.


The biotransformation reactions of α-bromoacetophenone (1), p-bromo-α-bromoacetophenone (2), and p-nitro-α-bromoacetophenone (3) by whole cells of the marine fungus Aspergillus sydowii Ce19 have been investigated. Fungal cells that had been grown in artificial sea water medium containing a high concentration of chloride ions (1.20 M) catalysed the biotransformation of 1 to 2-bromo-1-phenylethanol 4 (56%), together with the α-chlorohydrin 7 (9%), 1-phenylethan-1,2-diol 9 (26%), acetophenone 10 (4%) and phenylethanol 11 (5%) identified by GC-MS analysis. In addition, it was observed that the enzymatic reaction was accompanied by the spontaneous debromination of 1 to yield α-chloroacetophenone 5 (9%) and α-hydroxyacetophenone 6 (18%) identified by GC-FID analysis. When 2 and 3 were employed as substrates, various biotransformation products were detected but the formation of halohydrins was not observed. It is concluded that marine fungus A. sydowii Ce19 presents potential for the biotransformations of bromoacetophenone derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetophenones / metabolism*
  • Aspergillus / classification*
  • Aspergillus / metabolism*
  • Biotransformation / physiology
  • Oceans and Seas
  • Species Specificity
  • Water Microbiology*


  • Acetophenones
  • phenacyl bromide