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Hydroxylation of Dehydroepiandrosterone by Penicillium decumbens ph-13

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Proceedings of the 2012 International Conference on Applied Biotechnology (ICAB 2012)

Part of the book series: Lecture Notes in Electrical Engineering ((LNEE,volume 251))

Abstract

Dehydroepiandrosterone was hydroxylated by biotranformation with typical Penicillium decumbens ph-13. The two products were obtained and identified by NMR and polarimeter. The results indicate that they are 1α-hydroxy-dehydroepiandrosterone and 7α-hydroxy-dehydroepiandrosterone, respectively. The hydroxylation of dehydroepiandrosterone by Penicillium decumbens ph-13 offers a gentle and promising way of producing the desired compounds that is not available by chemical synthesis.

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References

  1. Oberbeck R, Deckert H, Bangen J et al (2007) Dehydroepiandrosterone: a modulator of cellular immunity and heat shock protein 70 production during polymicrobial sepsis. Intensive Care Med 33:2207–2213

    Article  CAS  Google Scholar 

  2. Kalimi M, Shafagoj Y, Loria R et al (1994) Anti-glucocorticoid effects of dehydroepiandrosterone (DHEA). Mol Cell Biochem 131:99–104

    Article  CAS  Google Scholar 

  3. Duan RS, Link H, Xiao BG (2003) Dehydroepiandrosterone therapy ameliorates experimental autoimmune myasthenia gravis in lewis rats. J Clin Immunol 23:100–106

    Article  CAS  Google Scholar 

  4. Parker LN (1989) Adrenal androgens in clinical medicine. Academic Press, San Diego

    Google Scholar 

  5. Baulieu E, Corpechot C, Dray F et al (1965) An adrenal secreted ‘androgen’: Dehydroisoandrosterone sulfate. Its metabolism, and a tentative generalization on the metabolism of other steroid conjugates in man. Rec Prog Horm Res 21:411–500

    CAS  Google Scholar 

  6. Kumar P, Taha A, Sharma D et al (2008) Effect of dehydroepiandrosterone (DHEA) on monoamine oxidase activity, lipid peroxidation and lipofuscin accumulation in aging rat brain regions. Biogerontology 9:235–246

    Article  CAS  Google Scholar 

  7. Wolf OT, Kirschbaum C (1999) Brain Res Rev 30:264–288

    Article  CAS  Google Scholar 

  8. Brown AJ (2001) Microbiological Hydroxylation of steroids part VII. The pattern of dihydroxylation of mono-oxo-5-androstanes and 5-estranes with the fungus Rhizopus nigricans. Am J Kidney Dis 38:3–19

    Article  Google Scholar 

  9. Bemd GJ, Pols HA, Leeuwen JP (2000) Anti-tumor effects of 1, 25-dihydroxyvitamin D3 and vitamin D analogs. Curr Pharm Des 6:717–732

    Article  Google Scholar 

  10. Bartmanska A, Dmochowska-Gładysz J, Huszcza E (2005) Steroids’ transformations in Penicillium notatum culture. Steroids 70:193–198

    Article  CAS  Google Scholar 

  11. Ahmad S, Johri BN (1993) Microbial transformation of sterols in organic media. Indian J Chem 32:67–69

    Google Scholar 

  12. Parshikov IA, Freeman JP, Lay JO et al (1999) Regioselective transformation of ciprofloxacin to N-acetylciprofloxacin by the fungus Mucor ramannianus. FEMS Microbiol Lett 177:131–135

    Article  CAS  Google Scholar 

  13. Browne JW, Denny WA, Jones ERH et al (1973) Microbiological hydroxylation of steroids part VII. The pattern of dihydroxylation of mono-oxo-5α-androstanes and 5α-estranes with the fungus Rhizopus nigricans. J Chem Soc Perkin Trans I:1493--1499

    Google Scholar 

  14. Chambers VEM, Denny WA, Evans JM et al (1973) Microbiological hydroxylation of steroids part VIII. The pattern of monohydroxylation of diketones and keto-alcohols derived from 5α-androstane with cultures of the fungus, Rhizopus nigricans. J Chem Soc Perkin Trans I:1500--1511

    Google Scholar 

  15. Coon MJ, Ding X (1992) Cytoehrome P450: progress and predietions. FASEB J 6:669–673

    CAS  Google Scholar 

  16. Peterson JA, Graham SE et al (1998) Structure 6:1079–1085

    Article  CAS  Google Scholar 

  17. Van’t Hoff JH (1894) Die Lagerung der Atome im Raume. Kessinger Publlc, Vieweg, Braunschweig

    Google Scholar 

  18. Brewster JH (1961) Some applications of the conformational dissymmetry rule. Tetrahedron 13:106–122

    Article  CAS  Google Scholar 

  19. Freudenberg K, Todd J, Seidler R et al (1933) Ann Chem 501:191–199

    Article  Google Scholar 

  20. Li HP, Liu HM, Ge WZ et al (2005) Synthesis of 7α-hydroxy-dehydroepiandrosterone and 7β-hydroxy-dehydroepiandrosterone. Steroids 70:970–973

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The work was supported by natural science fund of Shandong Province (ZR2011CQ006) and Postdoctoral innovation project special fund of Shandong Province (No. 200903077).

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Authors and Affiliations

  1. Shandong Provincial Key Laboratory of Microbial Engineering, School of Food and Bioengineering, Shandong Polytechnic University, Jinan, 250353, People’s Republic of China

    Song Zhang, Peihui Liu, Lin Zhao & Xinli Liu

Authors
  1. Song Zhang
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  2. Peihui Liu
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  3. Lin Zhao
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  4. Xinli Liu
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Corresponding author

Correspondence to Xinli Liu .

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Editors and Affiliations

  1. College of Bioengineering, Tianjin University of Science and Technology, Tianjin, People's Republic of China

    Tong-Cun Zhang

  2. Nanjing University of Technology, Nanjing, People's Republic of China

    Pingkai Ouyang

  3. Department of Microbiology & Molecular Genetics, University of Texas- Houston Medical School, Texas, Texas, USA

    Samuel Kaplan

  4. Wellcome Trust Sanger Institute, Cambridge, United Kingdom

    Bill Skarnes

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Zhang, S., Liu, P., Zhao, L., Liu, X. (2014). Hydroxylation of Dehydroepiandrosterone by Penicillium decumbens ph-13. In: Zhang, TC., Ouyang, P., Kaplan, S., Skarnes, B. (eds) Proceedings of the 2012 International Conference on Applied Biotechnology (ICAB 2012). Lecture Notes in Electrical Engineering, vol 251. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-37925-3_148

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  • DOI: https://doi.org/10.1007/978-3-642-37925-3_148

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  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-37924-6

  • Online ISBN: 978-3-642-37925-3

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