Carbonylation as a key reaction in anaerobic acetone activation by Desulfococcus biacutus

Gutierrez Acosta, Olga B.; Hardt, Normann; Schink, Bernhard

Carbonylation as a key reaction in anaerobic acetone activation by Desulfococcus biacutus

Dateien

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Datum

2013

Autor:innen

Gutierrez Acosta, Olga B.

Hardt, Normann

Schink, Bernhard

Open Access-Veröffentlichung

Open Access Green

Sammlungen

Biologie
Chemie

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Applied and Environmental Microbiology. 2013, 79(20), pp. 6228-6235. ISSN 0099-2240. eISSN 1098-5336. Available under: doi: 10.1128/AEM.02116-13

Zusammenfassung

Acetone is activated by aerobic and nitrate-reducing bacteria via an ATP-dependent carboxylation reaction to form acetoacetate as the first reaction product. In the activation of acetone by sulfate-reducing bacteria, acetoacetate has not been found to be an intermediate. Here, we present evidence of a carbonylation reaction as the initial step in the activation of acetone by the strictly anaerobic sulfate reducer Desulfococcus biacutus. In cell suspension experiments, CO was found to be a far better cosubstrate for acetone activation than CO2. The hypothetical reaction product, acetoacetaldehyde, is extremely reactive and could not be identified as a free intermediate. However, acetoacetaldehyde dinitrophenylhydrazone was detected by mass spectrometry in cell extract experiments as a reaction product of acetone, CO, and dinitrophenylhydrazine. In a similar assay, 2-amino-4-methylpyrimidine was formed as the product of a reaction between acetoacetaldehyde and guanidine. The reaction depended on ATP as a cosubstrate. Moreover, the specific activity of aldehyde dehydrogenase (coenzyme A [CoA] acylating) tested with the putative physiological substrate was found to be 153 36 mU mg 1 protein, and its activity was specifically induced in extracts of acetone-grown cells. Moreover, acetoacetyl-CoA was detected (by mass spectrometry) after the carbonylation reaction as the subsequent intermediate after acetoacetaldehyde was formed. These results together provide evidence that acetoacetaldehyde is an intermediate in the activation of acetone by sulfate-reducing bacteria.

Fachgebiet (DDC)

570 Biowissenschaften, Biologie

Zitieren

ISO 690

GUTIERREZ ACOSTA, Olga B., Normann HARDT, Bernhard SCHINK, 2013. Carbonylation as a key reaction in anaerobic acetone activation by Desulfococcus biacutus. In: Applied and Environmental Microbiology. 2013, 79(20), pp. 6228-6235. ISSN 0099-2240. eISSN 1098-5336. Available under: doi: 10.1128/AEM.02116-13

BibTex

@article{GutierrezAcosta2013-10Carbo-25807,
  year={2013},
  doi={10.1128/AEM.02116-13},
  title={Carbonylation as a key reaction in anaerobic acetone activation by Desulfococcus biacutus},
  number={20},
  volume={79},
  issn={0099-2240},
  journal={Applied and Environmental Microbiology},
  pages={6228--6235},
  author={Gutierrez Acosta, Olga B. and Hardt, Normann and Schink, Bernhard}
}

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