Skip to main content
Log in

Roles of tert-butyl formate, tert-butyl alcohol and acetone in the regulation of methyl tert-butyl ether degradation by Mycobacterium austroafricanum IFP 2012

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

Abstract.

Mycobacterium austroafricanum IFP 2012 is a Gram-positive strain able to grow on methyl tert-butyl ether (MTBE) as a sole carbon and energy source. The effect of two downstream metabolites of MTBE, tert-butyl formate (TBF) and tert-butyl alcohol (TBA) on MTBE degradation was investigated using resting cells. The addition of low concentrations of TBF decreased the MTBE degradation rate by about 30%. In contrast, the addition of TBA did not have a significant effect on MTBE degradation rate, even at high concentrations; and it was also shown that TBA degradation occurred only once MTBE was exhausted. At neutral pH, TBF hydrolysis involved mainly an esterase-type activity regulated by the presence of TBA. The TBF degradation rate was about four times lower than the MTBE degradation rate. Furthermore, acetone was identified as an intermediate during TBA degradation. An acetone mono-oxygenase activity, inhibited by methimazole but not by acetylene, was suggested. It was different from the MTBE/TBA mono-oxygenase and, thus, acetone did not appear to compete with MTBE and TBA for the same enzyme. These new results show that the metabolic regulation of the early steps of MTBE degradation by M. austroafricanum IFP 2012 is complex, involving inhibition and competition phenomena.

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.

Fig. 1.
Fig. 2.
Fig. 3.

Similar content being viewed by others

References

  • Achten C, Puttmann W (2000) Determination of methyl tert-butyl ether in surface water by use of solid phase microextraction. Environ Sci Technol 34:1359–1364

    CAS  Google Scholar 

  • Bradley PM, Chapelle FH, Landmeyer JE (2001a) Methyl t-butyl ether mineralization in surface-water sediment microcosms under denitrifying conditions. Appl Environ Microbiol 67:1975–1978

    Article  CAS  PubMed  Google Scholar 

  • Bradley PM, Landmeyer JE, Chapelle FH (2001b) Widespread potential for microbial MTBE degradation in surface-water sediments. Environ Sci Technol 35:658–662

    Article  CAS  PubMed  Google Scholar 

  • Clark DD, Ensign SA (1999) Evidence for an inducible nucleotide-dependent acetone carboxylase in Rhodococcus rhodocrous B276. J Bacteriol 181:2752–2758

    CAS  PubMed  Google Scholar 

  • Deeb RA, Hu HY, Hanson JR, Scow KM, Alvarez-Cohen L (2001) Substrate interactions in BTEX and MTBE mixtures by a MTBE-degrading isolate. Environ Sci Technol 35:312–317

    Article  CAS  PubMed  Google Scholar 

  • François A, Piveteau P, Fayolle F, Marchal M, Béguin P, Monot F (2001) Selection of a defined mixed culture for MTBE mineralization. In: Magar VS, Gibbs JT, O'Reilly KT, Hyman MR, Leeson A (eds) Bioremediation of MTBE, alcohols, and ethers. Battelle, Columbus, Ohio, pp 153–160

  • François A, Mathis H, Godefroy D, Piveteau P, Fayolle F, Monot F (2002) Biodegradation of methyl tert-butyl ether and other fuel oxygenates by a new strain, Mycobacterium austroafricanum IFP 2012. Appl Environ Microbiol 68:2754–2762

    Article  PubMed  Google Scholar 

  • Garnier PM, Auria R, Augur C, Revah S (1999) Cometabolic biodegradation of methyl t-butyl ether by Pseudomonas aeruginosa grown on pentane. Appl Microbiol Biotechnol 51:498–503

    Article  CAS  PubMed  Google Scholar 

  • Hanson JR, Ackerman CE, Scow KM (1999) Biodegradation of methyl tert-butyl ether by a bacterial pure culture. Appl Environ Microbiol 65:4788–4792

    CAS  PubMed  Google Scholar 

  • Hatzinger PB, McClay K, Vainberg S, Tugusheva M, Condee CW, Steffan RJ (2001) Biodegradation of methyl tert-butyl ether by a pure bacterial culture. Appl Environ Microbiol 67:5601–5607

    Article  CAS  PubMed  Google Scholar 

  • Hyman MR (2002) Cometabolism of MTBE by alkane-oxidizing bacteria. In: IFP (ed) Abstracts of the international conference "Microbiology of hydrocarbons: state of the art and perspectives". IFP, Rueil-Malmaison, France p 3

    Google Scholar 

  • Hyman M, O'Reilly K (1999) Physiological and enzymatic features of MTBE-degrading bacteria. In: Leeson A (ed) In situ bioremediation of petroleum hydrocarbon and other organic compounds. Battelle, Columbus, Ohio, pp 7–12

  • Hyman M, Taylor C, O'Reilly K (2000) Cometabolic degradation of MTBE by iso-alkane-utilizing bacteria from gasoline impacted soils. In: Magar VS (ed) Bioremediation and phytoremediation of chlorinated and recalcitrant compounds. Battelle, Columbus, Ohio, pp 149–155

  • Jensen H, Arvin E (1990) Solubility and degradability of the gasoline additive MTBE, methyl tert-butyl ether and gasoline compounds. In: Van Den Brink W (ed) Contaminated soil '90. Kluwer, Dordrecht, pp 445–448

  • Johnson R, Pankow J, Bender D, Price C, Zogorsky J (2000) MTBE. To what extent will past release contaminate community water supply wells? Environ Sci Technol 34:210A–217A

    CAS  Google Scholar 

  • Kane SR, Beller HR, Legler TC, Koester CJ, Pinkart HC, Halden RU, Happel AM (2001) Aerobic biodegradation of methyl tert-butyl ether by aquifer bacteria from leaking underground storage tank sites. Appl Environ Microbiol 67:5824–5829

    Article  CAS  PubMed  Google Scholar 

  • Lien H, Zhang W (2001) Catalytic oxidation of methyl tert-butyl ether and tert-amyl methyl ether by bifunctional aluminium in the presence of dioxygen. In: Suidan MT (ed) Remediation of water and soil contaminated with gasoline oxygenates: in situ and ex situ treatment technologies. (ACS symposium series, vol 41) Columbus, Ohio, pp 463–468

    Google Scholar 

  • Martinez Prado A, Skinner K, Ciuffetti LM, Williamson KJ (2002) MTBE kinetics by n-alkane-grown Mycobacterium vaccae and Graphium sp. In: Batelle (ed) Third international conference "Remediation of chlorinated and recalcitrant compounds", session E9: MTBE characterization and treatment. Batelle, Monterey, USA, pp 20–23

    Google Scholar 

  • Mo K, Lora CO, Wanken AE, Javanmardian M, Yang X, Kulpa CF (1997) Biodegradation of methyl t-butyl ether by pure bacterial cultures. Appl Microbiol Biotechnol 47:69–72

    Article  CAS  PubMed  Google Scholar 

  • O'Reilly KT, Moir ME, Taylor CD, Smith CA, Hyman MR (2001) Hydrolysis of tert-butyl methyl ether (MTBE) in dilute aqueous acid. Environ Sci Technol 35:3954–3961

    Article  CAS  PubMed  Google Scholar 

  • Piveteau P, Fayolle F, Vandecasteele JP, Monot F (2001) Biodegradation of tert-butyl alcohol and related xenobiotics by a methylotrophic bacterial isolate. Appl Microbiol Biotechnol 55:369–373

    Article  CAS  PubMed  Google Scholar 

  • Salanitro J (1995) Understanding the limitations of microbial metabolism of ethers used as fuel octane enhancers. Curr Opin Biotechnol 6:337–340

    Google Scholar 

  • Salanitro J, Diaz L, Williams M, Wisniewski H (1994) Isolation of a bacterial culture that degrades methyl tert-butyl ether. Appl Environ Microbiol 60:2593–2596

    CAS  Google Scholar 

  • Savolainen H, Pfaffli P, Elovaara E (1985) Biochemical effects of methyl tertiary-butyl ether in extended vapour exposure of rats. Arch Toxicol 57:285–288

    CAS  PubMed  Google Scholar 

  • Sluis MK, Small FJ, Allen JR, Ensign SA (1996) Involvement of an ATP-dependent carboxylase in a CO2-dependent pathway of acetone metabolism by Xanthobacter Strain Py2. J Bacteriol 178:4020–4026

    CAS  PubMed  Google Scholar 

  • Squillace P, Zogorski J, Wilber W, Price C (1996) Preliminary assessment of the occurrence and possible sources of MTBE in groundwater in the United States, 1993–1994. Environ Sci Technol 30:1721–1730

    Article  CAS  Google Scholar 

  • Steffan RJ, McClay K, Vainberg S, Condee CW, Zhang D (1997) Biodegradation of the gasoline oxygenates methyl tert-butyl ether, ethyl tert-butyl ether, and tert-amyl methyl ether by propane-oxidizing bacteria. Appl Environ Microbiol 63:4216–4222

    CAS  PubMed  Google Scholar 

  • Steffan RJ, Vainberg S, Condee CW, McClay K, Hatzinger PB (2000) Biotreatment of MTBE with a new bacterial isolate. In: Magar VS (ed) Bioremediation and phytoremediation of chlorinated and recalcitrant compounds. Battelle, Columbus, Ohio, pp 165–173

  • Swain EJ (1999) U.S. MTBE production at a record high in 1998. Oil Gas J 14:99–101

    Google Scholar 

  • Taylor DG, Trudgill PW, Cripps RE, Harris PR (1980) The microbial metabolism of acetone. J Gen Microbiol 118:159–170

    CAS  Google Scholar 

  • Tomasi I, Artaud I, Bertheau Y, Mansuy D (1995) Metabolism of polychlorinated phenols by Pseudomonas cepacia AC1100: determination of the first two steps and specific inhibitory effect of methimazole. J Bacteriol 177:307–311

    CAS  PubMed  Google Scholar 

  • Turini A, Amato G, Longo V, Gervasi PG (1998) Oxidation of methyl- and ethyl-tertiary-butyl ethers in rat liver microsomes: role of the cytochrome P450 isoforms. Arch Toxicol 72:207–214

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgement.

We thank Darwin Lyew for linguistic advice.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to F. Fayolle.

Rights and permissions

Reprints and permissions

About this article

Cite this article

François, A., Garnier, L., Mathis, H. et al. Roles of tert-butyl formate, tert-butyl alcohol and acetone in the regulation of methyl tert-butyl ether degradation by Mycobacterium austroafricanum IFP 2012. Appl Microbiol Biotechnol 62, 256–262 (2003). https://doi.org/10.1007/s00253-003-1268-9

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00253-003-1268-9

Keywords

Navigation