Skip to main content
Log in

Production of cis,cis-muconate from benzoate and 2-fluoro-cis,cis-muconate from 3-fluorobenzoate by 3-chlorobenzoate degrading bacteria

  • Applied Microbiology
  • Published:
Applied Microbiology and Biotechnology Aims and scope Submit manuscript

Summary

3-Chlorobenzoate grown cells of Pseudomonas sp. strain B13 or Alcaligenes sp. strain A7-2 converted 3-fluorobenzoate to 2-fluoro-cis,cis-muconate with 87% yield. The latter strain produced 1.6 g/l. The type II muconate cycloisomerases of neither strain exhibit acitivity for 2-fluoro-cis,cis-muconate. Succinate grown cells of Pseudomonas sp. strain B13 converted benzoate to cis,cis-muconate (91% yield; 7.4 g/l). Enzyme tests confirmed that no muconate cycloisomerising enzyme was induced within 24 h.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Dorn E, Hellwig M, Reineke W, Knackmuss H-J (1974) Isolation and characterization of a 3-chlorobenzoate degrading pseudomonad. Arch Microbiol 99: 61–70

    Google Scholar 

  • Dorn E, Knackmuss H-J (1978a) Chemical structure and biodegradability of halogenated aromatic compounds: two catechol 1,2-dioxygenases from a 3-chlorobenzoate-grown pseudomonad. Biochim J 174: 73–84

    Google Scholar 

  • Dorn E, Knackmuss H-J (1978b) Chemical structure and biodegradability of halogenated aromatic compounds: substituent effects on 1,2-dioxygenation of catechol. Biochem J 174: 85–94

    Google Scholar 

  • Engesser K-H, Schmidt E, Knackmuss H-J (1980) Adaptation of Alcaligenes eutrophus B9 and Pseudomonas sp. B13 to 2-fluorobenzoate as growth substrate. Appl Environ Microbiol 39: 68–73

    Google Scholar 

  • Gaal A, Neujahr HY (1980) cis,cis-muconate cyclase from Trichosporon cutaneum. Biochem J 191: 37–43

    Google Scholar 

  • Knackmuss H-J, Hellwig M, Lackner H, Otting W (1976) Cometabolism of 3-methylbenzoate and methylcatechols by a 3-chlorobenzoate utilizing pseudomonas: accumulation of (+)-2,5-dihydro-4-methyl- and (+)-2,5-dihydro-2-methyl-5-oxo-furan-2-acetic acid. Eur J Appl Microbiol 2: 267–276

    Google Scholar 

  • Reineke W, Knackmuss H-J (1978a) Chemical structure and biodegradability of halogenated aromatic compounds. Substituent effects on 1,2-dioxygenation of benzoic acid. Biochim Biophys Acta 542: 412–423

    Google Scholar 

  • Reineke W, Knackmuss H-J (1978b) Chemical structure and biodegradability of halogenated aromatic compounds. Substituent effects on dehydrogenation of 3,5-cyclohexadiene-1,2-diol-1-carboxylic acid. Biochim Biophys Acta 542: 424–429

    Google Scholar 

  • Schmidt E (1976) Substituenteneinflüsse auf die Induktion der Enzyme für den Abbau von meta-Halogenbenzoaten durch Pseudomonas Stamm B13. Diplomarbeit, Göttingen

  • Schmidt E, Knackmuss H-J (1980) Chemical structure and biodegradability of halogenated aromatic compounds. Conversion of chlorinated muconic acids into maleoylacetic acid. Biochem J 192: 339–347

    Google Scholar 

  • Schmidt E, Remberg G, Knackmuss H-J (1980) Chemical structure and biodegradability of halogenated aromatic compounds. Halogenated muconic acids as intermediates. Biochem J 192: 331–337

    Google Scholar 

  • Schreiber A, Hellwig M, Dorn E, Reineke W, Knackmuss H-J (1980) Critical reactions in fluorobenzoic acid degradation by Pseudomonas sp. B13. Appl Environ Microbiol 39: 58–67

    Google Scholar 

  • Schwien U, Schmidt E (1982) Improved degradation of monochlorphenols by a constructed strain. Appl Environ Microbiol 44: 33–39

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Schmidt, E., Knackmuss, H.J. Production of cis,cis-muconate from benzoate and 2-fluoro-cis,cis-muconate from 3-fluorobenzoate by 3-chlorobenzoate degrading bacteria. Appl Microbiol Biotechnol 20, 351–355 (1984). https://doi.org/10.1007/BF00270599

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00270599

Keywords

Navigation