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Direct Demonstration of Lactate–Acrylate Interconversion in Clostridium Propionicum

Bio/Technology volume 1, pages 791–794 (1983)Cite this article

Abstract

We present evidence that acrylate is an intermediate in the direct reduction of lactate to propionate in Clostridium propionicum. In the presence of 3–butynoic acid, an inhibitor of acyl–CoA dehydrogenase, acrylate was formed from D–lactate and detected by gas–liquid chromatography and mass spectrometry. This represents the first direct demonstration of acrylate accumulation from lactate in C. propionicum.

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References

  1. Anderson, R.L. and Wood, W.A. 1969. Carbohydrate metabolism in microorganisms. Ann. Rev. Microbiol. 23: 539–578.

    Article  CAS  Google Scholar 

  2. Buckel, W. 1980. The reversible dehydration of (R)-2-hydroxyglutarate to (E)-glutaconate. Eur. J. Biochem. 106: 439–447.

    Article  CAS  Google Scholar 

  3. Cardon, B.P. and Barker, H.A. 1947. Amino acid fermentations by Clostridium propionicum and Diplococcus glycinophilus. Arch. Biochem. 12: 165–180.

    CAS  PubMed  Google Scholar 

  4. Johns, A.T. 1952. The mechanism of propionic acid formation by Clostridium propionicum. J. Gen. Microbiol. 6: 123–127.

    Article  CAS  Google Scholar 

  5. Leaver, F.W., Wood, H.G., and Stjernholm, R. 1955. The fermentation of three carbon substrates by Clostridium propionicum and Propionibacterium. J. Bacteriol. 70: 521–530.

    CAS  PubMed  PubMed Central  Google Scholar 

  6. Elsden, S.R. and Lewis, D. 1953. The production of fatty acids by a gram-negative coccus. Biochem. J. 55: 183–189.

    Article  CAS  Google Scholar 

  7. Lewis, D. and Elsden, S.R. 1955. The fermentation of L-threonine, L-serine, L-cysteine and acrylic acid by a Gram-negative coccus. Biochem. J. 60: 683–692.

    Article  CAS  Google Scholar 

  8. Elsden, S.R., Volcani, B.E., Gilchrist, F.M.C., and Lewis, D. 1956. Properties of a fatty acid forming organism isolated from the rumen of sheep. J. Bacteriol. 72: 681–689.

    CAS  PubMed  PubMed Central  Google Scholar 

  9. Stadtman, E.R. 1955. Fermentations de l'acide propionique. Bull. Sté. Chim. Biol. 37: 931–938.

    CAS  Google Scholar 

  10. Stadtman, E.R. 1955. The enzymatic synthesis of β-alanyl coenzyme A. J. Am. Chem. Soc. 77: 5765–5766.

    Article  CAS  Google Scholar 

  11. Stadtman, E.R. 1956. Propionate oxidation by tell-free extracts of Clostridium propionicum. Fed. Proc. 15: 360–361.

    Google Scholar 

  12. Stadtman, E.R. and Vagelos, P.R. 1958. Propionic acid metabolism, p. 86–92. In: Proceedings of the International Symposium on Enzyme Chemistry, Tokyo and Kyoto.

    Google Scholar 

  13. Ladd, J.N. and Walker, D.J. 1959. The fermentation of lactate and acrylate by the rumen micro-organism LC. Biochem. J. 71: 364–373.

    Article  CAS  Google Scholar 

  14. Vagelos, P.R., Earl, J.M., and Stadtman, E.R. 1959. Propionic acid metabolism. I. The purification and properties of acrylyl coenzyme A aminase. J. Biol. Chem. 234: 490–497.

    CAS  PubMed  Google Scholar 

  15. Vagelos, P.R., Earl, J.M., and Stadtman, E.R. 1959. Propionic acid metabolism. II. Enzymatic synthesis of lactyl pantetheine. J. Biol. Chem. 234: 765–769.

    CAS  PubMed  Google Scholar 

  16. Goldfine, H. and Stadtman, E.R. 1960. Propionic acid metabolism. V. The conversion of β-alanine to propionic acid by cell-free extracts of Clostridium propionicum. J. Biol. Chem. 235: 2238–2245.

    CAS  PubMed  Google Scholar 

  17. Baldwin, R.L., Wood, W.A., and Emery, R.S. 1962. Conversion of lactate-14C to propionate by the rumen microflora. J. Bacteriol. 83: 907–913.

    CAS  PubMed  PubMed Central  Google Scholar 

  18. Ladd, J.N. and Walker, D.J. 1965. Fermentation of lactic acid by the rumen microorganism, Peptostreptococcus elsdenii. Ann. N.Y. Acad. Sci. 119: 1038–1045.

    Article  CAS  Google Scholar 

  19. Abeles, R.H. and Walsh, C.T. 1973. Acetylenic enzyme inactivators. Inactivation of γ-cystathionase, in vitro and in vivo, by propargylglycine. J. Am. Chem. Soc. 95: 6124–6125.

    Article  CAS  Google Scholar 

  20. Bloxham, D.P., Chalkley, R.A., Coghlin, S.J., and Salam, W. 1978. Synthesis of chloromethyl ketone derivatives of fatty acids. Their use as specific inhibitors of acetoacetyl-coenzyme A thiolase, cholesterol biosynthesis and fatty acid synthesis. Biochem. J. 175: 999–1011.

    Article  CAS  Google Scholar 

  21. Abeles, R.H. 1980. Personal communication.

  22. Walsh, C. 1982. Suicide substrates: Mechanism-based enzyme inactivators. Tetrahedron 38: 871–909.

    Article  CAS  Google Scholar 

  23. Pryce, J.D. 1969. A modification of the Barker-Summerson method for the determination of lactic acid. Analyst 94: 1151–1152.

    Article  CAS  Google Scholar 

  24. Thauer, R.K., Jungermann, K. and Decker, K. 1977. Energy conservation in chemotrophic anaerobic bacteria. Bacteriol. Rev. 41: 100–180.

    CAS  PubMed  PubMed Central  Google Scholar 

  25. Baldwin, R.L., Wood, W.A., and Emery, R.S. 1965. Lactate metabolism by Peptostreptococcus elsdenii: Evidence for lactyl coenzyme A dehydrase. Biochim. Biophys. Acta 97: 202–213.

    Article  CAS  Google Scholar 

  26. Brockman, H.L. and Wood, W.A. 1975. Electron-transferring flavo-protein of Peptostreptococcus elsdenii that functions in the reduction of acrylyl-coenzyme A. J. Bacteriol. 124: 1447–1453.

    CAS  PubMed  PubMed Central  Google Scholar 

  27. Tung, K.K. and Wood, W.A. 1975. Purification, new assay, and properties of coenzyme A transferase from Peptostreptococcus elsdenii. J. Bacteriol. 124: 1462–1474.

    CAS  PubMed  PubMed Central  Google Scholar 

  28. Sinskey, A.J., Akedo, M., and Cooney, C.L. 1981. Acrylate fermentations, p. 473–492. In: Trends in the Biology of Fermentations for Fuels and Chemicals. A. Hollaender (ed.), Plenum Press, New York.

    Chapter  Google Scholar 

  29. Schneider, D.L. and Wood, W.A. 1969. A new α-phospholactyl intermediate in the acrylate pathway to propionate. Fed. Proc. 28: 538.

    Google Scholar 

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Authors and Affiliations

  1. Laboratory of Applied Microbiology, Massachusetts Institute of Technology, Cambridge, Massachusetts, 02139

    Masakatsu Akedo, Charles L. Cooney & Anthony J. Sinskey

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  1. Masakatsu Akedo
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  2. Charles L. Cooney
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  3. Anthony J. Sinskey
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Akedo, M., Cooney, C. & Sinskey, A. Direct Demonstration of Lactate–Acrylate Interconversion in Clostridium Propionicum. Nat Biotechnol 1, 791–794 (1983). https://doi.org/10.1038/nbt1183-791

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