Bioconversion of 16-dehydropregnenolone acetate to exclusively 4-androstene-3,17-dione by Delftia acidovorans MTCC 3363

• Autorzy: Awadhiya P. , Banerjee T. , Patil S.
• Języki publikacji: EN

Abstrakty

EN

Delftia acidovorans MTCC 3363 was found to convert 16-dehydropregnenolone acetate (16-DPA) exclusively to 4-androstene-3, 17-dione (AD). Addition of 9α-hydroxylase inhibitors was not required for preventing the accumulation of byproducts. The effect of pH, temperature, substrate concentration, surfactants and carrier solvents on this bioconversion has been studied. 16-DPA was maximally converted in buffered medium at pH 7.0, at temperature 30°C and 0.5 mg ml⁻¹ substrate concentration. Detergent addition and temperature above 35°C had deleterious effect on bioconversion. Dioxan was found to be the best carrier solvent for biotransformation of 16-DPA to AD.

• Wydawca: -
• Czasopismo: Polish Journal of Microbiology
• Rocznik: 2017
• Tom: 66
• Numer: 3
• Opis fizyczny: p.321-326,fig.,ref.

Twórcy

autor

Awadhiya P.

• Applied Microbiology Laboratory, School of Life Sciences, Devi Ahilya University, Indore, India

autor

Banerjee T.

• Applied Microbiology Laboratory, School of Life Sciences, Devi Ahilya University, Indore, India

autor

Patil S.

• Applied Microbiology Laboratory, School of Life Sciences, Devi Ahilya University, Indore, India

Bibliografia

• Ahmed S. and B.N. Johri. 1991. A cholesterol degrading bacteria: isolation, characterization and bioconversion. Indian J. Exptl. Biol. 29: 76–77.
• Asolkar L.V. and Y.R. Chadha. 1979. Diosgenin and Other Steroid Drug Precursors. Publications and Information Directorate, CSIR, New Delhi.
• Atrat P.G., B. Koch, B. Szekalla and C. Horhold-Schubert. 1992. Application of newly synthesized detergents in the side chain degradation of plant sterols by Mycobacterium fortuitum. J. Basic. Microbiol. 32: 147–157.
• Banerjee T., A. Shukla, K. Shinde and S. Patil. 2003. Mixed culture bioconversion of 16-dehydropregnenolone acetate to androsta-1,4-diene-3,17-dione: optimization of parameters. Biotechnol. Prog. 19: 662–664.
• Donova M.V. and O.V. Egorova. 2012. Microbial steroid transformations: current state and prospects. Appl. Microbiol. Biotechnol. 94: 1423–1447.
• Fernandes P., A. Cruz, B. Angelova, H. Pinherio and J.M. Cabral. 2003. Microbial conversion of steroid compounds: recent developments. Enzyme. Microb. Technol. 32: 688–705.
• Galán B., I. Uhía, E. García-Fernández, I. Martínez, E. Bahíllo,J.L. de la Fuente, J.L. Barredo, L. Fernández-Cabezón and J.L. García. 2016. Mycobacterium smegmatis is a suitable cell factory for the production of steroidic synthons. Microb. Biotechnol. 10(1): 138–150.
• Kieslich K. 1985. Microbial side-chain degradation of sterols. J. Basic. Microbiol. 25: 461–474.
• Korycka-Machala M., A. Rumijowska-Galewicz and J. Dziadek. 2005. The effect of ethambutol on mycobacterial cell wall permeability to hydrophobic compounds. Pol. J. Microbiol. 54: 5–11
• Liu W.H. and C.K. Lo. 1997. Production of testosterone from cholesterol using a single-step microbial transformation of Mycobacterium sp. J. Ind. Microbiol. Biotechnol. 19: 269–272.
• Malaviya A. and J. Gomes. 2008. Nutrient broth/PEG200/TritonX114/Tween80/Chloroform microemulsion as a reservoir of solubilized sitosterol for biotransformation to androstenedione. J. Ind. Microbiol. Biotechnol. 35: 1435–1140.
• Nagasawa M., N. Watanabe, H. Hashiba, G. Tamura and K. Arima.1970. Microbial transformation of sterols. III. Substrate specificity for cleaving steroid side chain by Arthrobacter simplex. Agr. Biol. Chem. 34: 798–800.
• Perez C., A. Falero, H.L. Duc, Y. Balcinde and B.R. Hung. 2006. A very efficient bioconversion of soybean phytosterols mixtures to androstanes by mycobacteria. J. Ind. Microbiol. Biotechnol. 33: 719–723.
• Rodríguez-García A., E. Fernández-Alegre, A. Morales, A. Sola-Landa, J. Lorraine, S. Macdonald, D. Dovbnya, M.C.M. Smith, M. Donova and C. Barreiro. 2016. Complete genome sequence of Mycobacterium neoaurum NRRL B-3805, an androstenedione (AD) producer for industrial biotransformation of sterols. J. Biotechnol. 224: 64–65.
• Roy P.K., A.W. Khan, and S.K. Basu. 1991. Transformation of sitosterol to androsta-1, 4-diene-3,17-dione by immobilized Mycobacterium cells. Indian J. Biochem. Biophy. 28: 150–154.
• Sallam L.A.R., N. Naim, M. H. El-Kinawy, and A. H. El-Refai. 1977. Effect of different factors on progesterone side chain degrading enzymes of Penicillium liliacinum. Indian J. Exptl. Biol. 15: 949–951.
• Sedlaczek L. 1988. Biotransformations of steroids. Crit. Rev. Biotechnol. 7: 187–236.
• Shah K., I. Mehdi, A.W. Khan and V.C. Vora. 1980. Microbial transformation of sterols I – Microbial transformation of phyto-sterol to androsta-1, 4-diene-3,17-dione by Arthrobacter simplex. Eur. J. Appl. Microbiol. Biotechnol. 10: 167–169.
• Shiwei X. and F.A. Youhua. 1982. The microbial transformation of ring A saturated steroid: 2. Degradation of Δ¹⁶-allopregnen-3β-acetoxy-20-one to Δ1,4-androstadiene-3,17-dione. Acta Microbiol. Sin. 22: 361–364.
• Shukla A., S. Patil and S. Bharti. 1992. Microbial conversion of solasodine to 1-androstene-3,17-dione (AD), a key intermediate for androgen synthesis. Lett. Appl. Microbiol. 15: 86–88.
• Shukla A. 1994. Ph.D. Thesis, Biotransformation of some steroids to industrially important 17-keto intermediates. Devi Ahilya University, Indore, India.
• Viola F., O. Caputo, G. Balliano, L. Delprino and L. Cattel. 1983. Side chain degradation and microbial reduction of different steroids by Aspergillus aureofulgens. J. Steroid Biochem. 19: 1451–1458.
• Wang Z., F. Zhao, D. Chen and D. Li. 2005. Cloud point system as a tool to improve efficiency of biotransformation. Enzyme Microb. Technol. 36: 589–594.
• Wang Z., F. Zhao, X. Hao, D. Chen and D. Li. 2004. Microbial transformation of hydrophobic compound in cloud point system. J. Mol. Catal. B Enzym. 27: 147–153.
• Yao K., F.Q. Wang, H.C. Zhang and D.Z. Wei. 2013. Identification and engineering of cholesterol oxidases involved in the initial step of sterols catabolism in Mycobacterium neoaurum. Metab. Eng. 15: 75–87.
• Zhang Y. and S. Guo. 2011. Measurement and correlation for solubilities of 16-dehydropregnenolone acetate in different solvents.J. Chem. Eng. Data 56: 2403–2406.
• Zhang W., M. Shao, Z. Rao, M. Xu, X. Zhang, T. Yang, H. Li and Z. Xu. 2013. Bioconversion of 4-androstene-3,17-dione to androst-1,4-diene-3,17-dione by recombinant Bacillus subtilis expressing ksdd gene encoding 3-ketosteroid-Δ¹-dehydrogenase from Mycobacterium neoaurum JC-12. J. Steroid Biochem. Mol. Biol. 135: 36–42.

Identyfikatory

DOI

10.5604/01.3001.0010.4858