Abstract
A method of phytosterol conversion into 9α-hydroxy-androstenedione under high loads of steroid substrate has been developed with the use of mixed cultures of the actinobacteria M. neoaurum and R. erythropolis. The introduction of a 9α-hydroxylating culture after the first 70 h of conversion made it possible to increase process selectivity and to exclude the use of methylcyclodextrin, which is expensive and difficult to regenerate.
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REFERENCES
Savinova, T.S., Diep, N.T., Voishvillo, N.E., Andryushina, V.A., Karpova, N.V., Beletskaya, I.P., and Luu, D.Huy, Khim.-Farm. Zh., 2012, vol. 46, no. 3, pp. 34–38.
RF Patent no. 2231553, 2004.
RF Patent no. 2297455, 2007.
RF Patent no. 2351645, 2009.
Molchanova, M.A., Andryushina, V.A., Savinova, T.S., Stytsenko, T.S., Rodina, N.V., and Voishvillo, N.E., Russ. J. Bioorg. Chem., 2007, vol. 33, no. 3, pp. 354–358.
Rodina, N.V., Molchanova, M.A., Voishvillo, N.E., Andryushina, V.A., and Stytsenko, T.S., Appl. Biochem. Microbiol., 2008, vol. 44, no. 1, pp. 48–54.
Andryushina, V.A., Rodina, N.V., Stytsenko, T.S., Luu Duc Huy, Druzhinina A.V., Yaderets V.V., and Voishvillo N.E, Appl. Biochem. Microbiol., 2011, vol. 47, no. 3, pp. 270–273.
Carpova-Rodina, N.V., Andryushina, V.A., Yaderets, V.V., Druzhinina, A.V., Stytsenko, T.S., Shaskol’skii, B.L., Lozinsky, V.I., Luu Duc Huy, and Voishvillo N.E, Appl. Biochem. Microbiol., 2011, vol. 47, no. 4, pp. 386–392
Andryushina, V.A., Rodina, N.V., Stytsenko, T.S., Luu, DucH., and Voyshvillo, N.E., in 3rd Annual World Congress of Industrial Biotechnology, China: Da lian, 2010, p. 21.
Andryushina, V.A., Luu Duc Huy, Rodina, N.V., Truong Nam Hai, Nguyen Thi Quy, Nguyen Thi Diep, and Voyshvillo, N.E., in Int. Sci. Conf. on Chemistry for Development and Integration, Hanoi.: Full Sci. Report. Hanoi, 2008, pp. 191–194.
RF Patent no. 2170740, 2001.
RF Patent no. 2156255, 2000.
RF Patent no. 2156256, 2000.
RF Patent no. 2163606, 2001.
Fernandes, P., Cruz, A., Angelova, B., Pinheiro, H.M., and Cabral, J.M.S., Enz. Microb. Technol., 2003, vol. 32, no. 6, pp. 688–705.
Kapur, J.C., Marx, A.F., and Verweij, J., Steroids, 1989, vol. 54, no. 1, pp. 181–185.
Batist, J.N.M., Slobbe, A.F.M., and Marx, A.F., Steroids, 1989, vol. 54, no. 2, pp. 321–329.
Batist, J.N.M., Barendse, M.C.M.E., and Marx, A.F., Steroids, 1990, vol. 55, no. 1, pp. 109–120.
Gomes, J., Appl. Biochem. Biotechnol., 2009, vol. 158, no. 2, pp. 374–386.
Haq Nawaz Bhatti and Rasheed Ahmad, Steroids, 2012, vol. 77, no. 4, pp. 1267–1290.
Wang, F., Yao, K., and Wei, D., Appl. Environ. Microbiol., 2010, vol. 76, no. 13, pp. 4578–4582.
Wei Wei, Shuyue Fa, Fengqing Wang, and Dongzhi Wei, Appl. Biochem Biotechnol., 2010, vol. 162, no. 6, pp. 1446–1456.
Nikolayeva, V.M., Khomutov, S.M., and Donova, M.V., Appl. Microbiol. Biotechnol., 2007, vol. 74, no. 4, pp. 867–873.
US Patent no. 5298398, 1994.
Dovbnya, D.V., Khomutov, S.M., Fokina, V.V., and Donova, M.V., Russ. J. Phys. Chem. B, 2015, vol. 9, no. 3, pp. 436–444.
Mazumder, T.K., Sonomoto, K., Tanaka, A., and Fukui, S., Appl. Microbiol. Biotechnol., 1985, vol. 21, no. 2, pp. 154–161.
Akhrem, A.A. and Titov, Yu.A., Steroidy i mikroorganizmy (Steroids and Microorganisms), Moscow: Nauka, 1970.
Yoshida, T., Sueki, M., Taguchi, H., Kulprecha, S., and Nilubol, N., Eur. Appl. Microbiol. Biotechnol., 1981, vol. 11, no. 1, pp. 81–88.
Rodina, N.V., Andryushina, V.A., Stytsenko, T.S., Turova, T.P., Baslerov, R.V., Panteleeva, A.N., and Voishvillo, N.E., Appl. Biochem. Microbiol., 2009, vol. 45, no. 4, pp. 395–400.
ACKNOWLEDGMENTS
The work was supported by the Program of the Presidium of the Russian Academy of Sciences “Development of New Biotechnology Techniques for the Integrated Scheme of Obtaining Highly Active Anti-inflammatory and Antiallergic Fluorinated Corticosteroids from Phytosterols via 9α-hydroxy-AD with the Newly Formed Immobilized Biocatalysts Used in the Process of Bioconversion” (project no. 1201371077).
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Karpova, N.V., Stytsenko, T.S., Yaderets, V.V. et al. Optimization of the Method of Obtaining 9α-Hydroxy-androst-4-ene-3,17-dione—the Key Intermediate in the Synthesis of Highly Active Fluorinated Corticosteroids from Phytosterols. Appl Biochem Microbiol 55, 37–40 (2019). https://doi.org/10.1134/S0003683819010071
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DOI: https://doi.org/10.1134/S0003683819010071