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Baeyer-Villiger monooxygenase-dependent biotransformations: Stereospecific heteroatom oxidations by camphor-grown Pseudomonas putida to produce chiral sulfoxides

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Summary

Camphor-grown Pseudomonas putida NCIMB 10007 catalysed the stereospecific oxygenation of various alkyl aryl sulfides to equivalent S-(\s-)-sulfoxides. The structure of the sulfide significantly influenced both the yield and the optical purity of the predominant product. The biotransformations were catalysed exclusively by the Baeyer-Villiger monooxygenases present in camphor-grown P. putida.

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References

  • Carrea, G., Redigolo, B., Riva, S., Colonna, S., Gaggero, N., Battistel, E. and Bianchi, D. (1992). Tet. Asymm. 3, 1063–1068.

    Google Scholar 

  • Conrad, H.E., Dubus, R., Namtvedt, M.J. and Gunsalus, I.C. (1965). J. Biol. Chem. 240, 495–503.

    Google Scholar 

  • Grogan, G., Roberts, S. and Willetts, A. (1992). Biotechnol. Lett. 14, 1125–1130.

    Google Scholar 

  • Grogan, G., Roberts, S., Wan, P. and Willetts, A. (1993a). J. Chem. Soc. Chem. Commun. 699-701.

  • Grogan, G., Roberts, S., Wan, P. and Willetts, A. (1993b). Biotechnol. Lett. 15, 913–918.

    Google Scholar 

  • Gunsalus, I.C. and Marshall, V.P. (1971). CRC Crit. Rev. Microbiol. 1, 291–310.

    Google Scholar 

  • Holland, H.L. (1988). Chem. Rev. 88, 473–485.

    Google Scholar 

  • Light, D.R., Waxman, D.J. and Walsh, C. (1982). Biochem. 21, 2490–2498.

    Google Scholar 

  • Rettie, A.E., Boguchi, B.D., Lim, I. and Meier, G.P. (1990). Molec. Pharm. 37, 643–650.

    Google Scholar 

  • Solladie, G. (1981). Synthesis 3, 185–196.

    Google Scholar 

  • Takada, T., Yamazaki, M., Fujimori, K., Kim, Y.H., Iyangi, T. and Oae, S. (1983). Bull. Chem. Soc. Jpn. 56, 2300–2303.

    Google Scholar 

  • Unger, B.P., Sligar, S.G. and Gunsalus, I.C. (1986), pp. 557–589 in The Bacteria, Vol. 10, Ed. J.R. Sokatch, Academic Press, New York.

    Google Scholar 

  • Waxman, D.J., Light, D.R. and Walsh, C. (1982). Biochem. 21, 2499–2507.

    Google Scholar 

  • Willetts, A., Knowles, C., Levitt, M., Roberts, S., Sandey, H. and Shipston, N. (1991). J. Chem. Soc. Perkin Trans. I, 1608–1610.

    Google Scholar 

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Beecher, J., Richardson, P. & Willetts, A. Baeyer-Villiger monooxygenase-dependent biotransformations: Stereospecific heteroatom oxidations by camphor-grown Pseudomonas putida to produce chiral sulfoxides. Biotechnol Lett 16, 909–912 (1994). https://doi.org/10.1007/BF00128623

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