Applied Biochemistry and Biotechnology

, Volume 37, Issue 1, pp 43–52 | Cite as

Enzymatic Preparation of Coniferaldehyde from Coniferyl Benzoate ex. Siam Benzoin

  • C. Leffemberg
  • A. Gautier
  • E. Ohleyer


Siam benzoin is a natural resin that contains up to 65% of coniferyl benzoate. Treatment of this material with an esterase followed by an alcohol dehydrogenase in a one-pot procedure gave 1.5 g/L coniferaldehyde in 36% molar yield. Several lipases and esterases were tested, but only pig liver esterase gave significant results. Various alcohol oxidases and alcohol dehydrogenases were screened for their ability to oxidize coniferyl alcohol to coniferaldehyde. Horse liver alcohol dehydrogenase coupled with a cofactor regeneration system was the most efficient of the enzymes tested.

Index Entries

Siam benzoin coniferaldehyde coniferyl benzoate hydrolysis coniferyl alcohol oxidation pig liver esterase horse liver alcohol dehydrogenase cofactor regeneration 


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  1. 1.
    Agrawal, S. K. (1971),Ind. Chem. J. 4, 44.Google Scholar
  2. 2.
    Clark, G. S. (1990),Perf. & Flav. 15(2), 45.Google Scholar
  3. 3.
    Knut, M. E. and Sahai, O. P. (1989),WO Pat. 89/00820.Google Scholar
  4. 4.
    Tadasa, K. and Kayahara, H. (1983),Agr. Biol. Chem. 47(11), 2639.Google Scholar
  5. 5.
    Rabenhorst, J. and Hopp, R. (1990), Eur. Pat. 0 405 197 Al.Google Scholar
  6. 6.
    Cooper, B. (1986), DE Pat. 36 04 874 Al.Google Scholar
  7. 7.
    Duran, E., Gorrichon, L., Cazaux, L., and Tisnes, P. (1984),Tetrahedron Lett. 25(26), 2755.CrossRefGoogle Scholar
  8. 8.
    Schröeder, H. A. (1968),Phytochem. 7, 57.CrossRefGoogle Scholar
  9. 9.
    Boelens, H. M., de Rijke, D., and Haring, H. G. (1962),Perf. & Flav. 6, 7.Google Scholar
  10. 10.
    Reese, E. T., Maguire, A., and Parrish, F. W. (1969),Can. J. Biochem. 47(5), 511.CrossRefGoogle Scholar
  11. 11.
    Arnold, F. H. (1990),Trends Biotechnol. 8(9), 244.CrossRefGoogle Scholar
  12. 12.
    Chen, C. S. and Sih, C. J. (1989),Angew. Chem. Int. Ed. Engl. 28, 695.CrossRefGoogle Scholar
  13. 13.
    Zhu, L. M. and Tedford, M. C. (1990),Tetrahedron 46(19), 6587.CrossRefGoogle Scholar
  14. 14.
    Baltas, M., Cazaux, L., Gorrichon-Guignon, L., Maroni, P., and Tisnes, P. (1985),Tetrahedron Lett. 26(37), 4477.CrossRefGoogle Scholar
  15. 15.
    Mansell, R. L., Babbel, G. R., and Zenk, M. H. (1976),Phytochem. 15, 1849.CrossRefGoogle Scholar
  16. 16.
    Klischies, M., Stöckigt, J., and Zenk, M. H. (1978),Phytochem. 17, 1523.CrossRefGoogle Scholar
  17. 17.
    Guinn, R. M., Sherker, P. S., Kavanaugh, P., and Clark, D. S. (1991),Biotechnol. Bioeng. 37, 303.CrossRefGoogle Scholar
  18. 18.
    Bonnefoy, J., Moiroux, J., Laval, J.-M., and Bourdillon, C. (1988),J. Chem. Soc. Faraday Trans. I. 84(4), 941.CrossRefGoogle Scholar
  19. 19.
    Fassouane, A., Laval, J. M., Moiroux, J., and Bourdillon, C. (1990),Biotechnol. Bioeng. 35, 935.CrossRefGoogle Scholar
  20. 20.
    Whitesides, G. M. and Chenault, H. K. (1987),Appl. Biochem. Biotechnol. 14, 147.Google Scholar
  21. 21.
    Legoy, M. D., Bello, M., Pulvin, S., and Thomas, D. (1987), inBiocatalysis in Organic Media, Laane, C, Tramper, J., and Lilly, M. D., eds., Elsevier, Amsterdam, pp. 97–106.Google Scholar

Copyright information

© The Humana Press Inc 1992

Authors and Affiliations

  • C. Leffemberg
    • 1
  • A. Gautier
    • 1
  • E. Ohleyer
    • 1
  1. 1.Firmenich SA, Research LaboratoriesSwitzerland

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