Biocatalytic asymmetric hydroxylation of hydrocarbons with the topsoil- microorganism Bacillus megaterium

Journal of Organic Chemistry

Volumn 65, Issue 3, 2000, Pages 878-882

  Adam, Waldemar ^a   Lukacs, Zoltan ^a   Harmsen, Dag ^a   Saha Möller, Chantu R ^a   Schreier, Peter ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; BENZENE DERIVATIVE; CYTOCHROME P450; HYDROCARBON; PHENOBARBITAL; SALICYLIC ACID;

ARTICLE; BACILLUS MEGATERIUM; BIOTRANSFORMATION; CATALYSIS; ENZYME ACTIVITY; ENZYME SUBSTRATE; HYDROXYLATION; NONHUMAN; SOIL MICROFLORA; XENOBIOTIC METABOLISM;

BACILLUS MEGATERIUM; CATALYSIS; HYDROCARBONS; HYDROXYLATION; SOIL MICROBIOLOGY;

EID: 0033968104     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991725s     Document Type: Article

References (29)

1. Haines, A. H. Methods for the Oxidation of Organic Compounds - Alkanes, Alkenes, Alkynes and Arenes; Academic Press: London, 1985.
2. Stahl, S. S.; Labinger, J. A.; Bercaw, J. E. Angew. Chem., Int. Ed. Engl. 1998, 37, 2180-2192.
3. Barton, D. H. R.; Doller, D. Acc. Chem. Res. 1992, 25, 504-512.
4. Reiser, O. Angew. Chem., Int. Ed. Engl. 1994, 33, 69-72.
5. Adam, W.; Curci, R.; D'Accolti, L.; Dinoi, A.; Fusco, C.; Gasparrini, F.; Kluge, R.; Paredes, R.; Schulz, M.; Smerz, A. K.; Veloza, L. A.; Weinkoetz, S.; Winde, R. Chem. - Eur. J. 1997, 3, 105-109.
6. Jacobsen, E. N.; Marko, I.; Mungall, W. S.; Schröder, G.; Sharpless, K. B. J. Am. Chem. Soc. 1988, 110, 1968-1970.
7. Davis, F. A.; Vishwakarma L. C.; Billmers, J. M.; Finn, J. J. Org. Chem. 1984, 49, 3241-3243.
8. Hamada, T.; Irie, R.; Mihara, J.; Hamachi, K.; Katsuki, T. Tetrahedron 1998, 54, 10017-10028.
9. Lim, M. H.; Lee, Y. J.; Goh, Y. M.; Nam, W.; Kim, C. Bull Chem. Soc. Jpn. 1999, 72, 707-713.
10. Breslow, R. Acc. Chem. Res. 1995, 28, 146-153.
11. Moro-oka, Y.; Akita, M. Catal. Today 1998, 41, 327-338.
12. Johnson, R. A. In Organic Chemistry - Part C - Oxidation in Organic Chemistry; Trahanowsky, W. S., Ed.; Academic Press: New York, 1978.
13. Holland, H. L. In Biotechnology; Kelly, D. R., Ed.; Wiley-VCH: Weinheim, 1998; Vol 8a.
14. Holland, H. L. Organic Synthesis with Oxidative Enzymes; VCH Publishers: Weinheim, 1992.
15. Davis, C. R.; Johnson, R. A.; Cialdella, J. I.; Liggett, W. F.; Mizsak, S. A.; Marshall, V. P. J. Org. Chem. 1997, 62, 2244-2251.
16. Holland, H. L. Curr. Opin. Chem. Biol. 1999, 3, 22-27.
17. Berg, A.; Rafter, J. J. Biochem. J. 1981, 196, 781-786.
18. Schwab, E.; Bernreuther, A.; Puapoomachareon, P.; Mori, K.; Schreier, P. Tetrahedron: Asymmetry 1991, 2, 471-479.
19. Davies, H. G.; Green, R. H.; Kelly, D. R.; Roberts, S. M. Biotransformations in Preparative Organic Chemistry: The Use of Isolated Enzymes and Whole Cell Systems in Synthesis; Academic Press: London, 1989.
20. Sibbesen, O.; Zhang, Z.; Ortiz de Montellano, P. R. Arch. Biochem. Biophys. 1998, 353, 285-296.
21. Harmsen, D.; Rothgänger, J.; Singer, C.; Albert, J.; Frosch, M. Lancet 1999, 353, 291.
22. Harada, N.; Nakanishi, K. Circular Dichroic Spectroscopy - Exciton Coupling m Organic Chemistry; University Science Books: Mill Valley, 1983.
23. Shaw, G.; Kao, H.; Chiang, A. Curr. Microbiol. 1997, 35, 28-31.
24. Narhi, L. O.; Fulco, A. J. J. Biol. Chem. 1986, 261, 7160-7169.
25. Fuchser, J.; Zeeck, A. Liebigs Ann. Chem. 1997, 87-95.
26. Liang, Q.; Chen, L.; Fulco, A. J. Biochim. Biophys. Acta 1998, 7380, 183-197.
27. Cytochrome P-450, 2nd ed.; Omura, T., Ishimura, Y., Fujii-Kuriyama, Y., Eds.; VCH Publishers: New York, 1993.
28. Munro, A. W.; Lindsay, J. G. Mol. Microbiol. 1996, 20, 1115-1125.
29. Wong, L.-L. Curr. Opin. Chem. Biol. 1998, 2, 263-268.