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Bioconversion of Acrylonitrile to Acrylic Acid by Rhodococcus ruber Strain AKSH-84

  • Kamal, Ahmed (Chemical Biology Laboratory, Indian Institute of Chemical Technology) ;
  • Kumar, M. Shiva (Chemical Biology Laboratory, Indian Institute of Chemical Technology) ;
  • Kumar, C. Ganesh (Chemical Biology Laboratory, Indian Institute of Chemical Technology) ;
  • Shaik, Thokhir Basha (Chemical Biology Laboratory, Indian Institute of Chemical Technology)
  • Received : 2010.06.26
  • Accepted : 2010.09.23
  • Published : 2011.01.28

Abstract

A new versatile acrylonitrile-bioconverting strain isolated from a petroleum-contaminated sludge sample and identified as Rhodococcus ruber AKSH-84 was used for optimization of medium and biotransformation conditions for nitrilase activity to produce acrylic acid. A simple and rapid HPLC protocol was optimized for quantification of acrylic acid, acrylamide, and acrylonitrile. The optimal medium conditions for nitrilase activity were pH of 7.0, temperature of $30^{\circ}C$, agitation of 150 rpm, and inoculum level of 2%. Glycerol as a carbon source and sodium nitrate as the nitrogen source provided good nutritional sources for achieving good biotransformation. Nitrilase activity was constitutive in nature and was in the exponential growth phase after 24 h of incubation under optimal conditions without addition of any inducer. The substrate preference was acrylonitrile and acetonitrile. The present work demonstrates the biotransformation of acrylonitrile to acrylic acid with the new strain, R. ruber AKSH-84, which can be used in green biosynthesis of acrylic acid for biotechnological processes. The nitrilase produced by the isolate was purified and characterized.

Keywords

References

  1. Alcalde, M., M. Ferrer, F. J. Plou, and A. Ballesteros. 2006. Environmental biocatalysis: From remediation with enzymes to novel green processes. Trends Biotechnol. 24: 281-287. https://doi.org/10.1016/j.tibtech.2006.04.002
  2. American Public Health Association. 1992. Standard Methods for the Examination of Water and Waste Water, 18th Ed. pp. 4.18-4.24; 4.75-4.78. American Public Health Association, American Water Works Association and Water Pollution Control Federation, New York.
  3. Andhale, M. S. and V. S. Hamde. 1996. Isolation and screening of acrylamide-producing microorganisms. Indian J. Exp. Biol. 34: 1005-1009.
  4. Anonymous. 2006. PERP Program - Acrylic acid. Report No. 04/05-6. http://chemsystems.com/reports/search/docs/abstracts/0405_6_abs.pdf (retrieved on 11 December 2009).
  5. Anonymous. 2010. Acrylic acid: 2010 World market outlook and forecast. The Market Publishers Ltd, Birmingham, UK. http://marketpublishers.com/report/industry/chemicals_petrochemicals/acrylic_acid_world_market_outlook_n_forecast.html (retrieved on 11 December 2009).
  6. Bhalla, T. C., A. Miura, A. Wakamoto, Y. Ohba, and K. Furuhashi. 1992. Asymmetric hydrolysis of $\alpha$-aminonitriles to optically active amino acids by a nitrilase of Rhodococcus rhodochrous PA-34. Appl. Microbiol. Biotechnol. 37: 184-190.
  7. Bradford, M. M. 1976. A rapid and sensitive method for the quantification of protein using the principle of protein-dye binding. Anal. Biochem. 72: 248-254. https://doi.org/10.1016/0003-2697(76)90527-3
  8. Brown, L. 1979. High-performance liquid chromatographic determination of acrylic acid monomer in natural and polluted aqueous environments and polyacrylates. Analyst 104: 1165-1170. https://doi.org/10.1039/an9790401165
  9. Garcia, M. C. 2005. The effect of the mobile phase additives on sensitivity in the analysis of peptides and proteins by highperformance liquid chromatography-electrospray mass spectrometry. J. Chromatogr. B 825: 111-123. https://doi.org/10.1016/j.jchromb.2005.03.041
  10. Holt, J. G., N. R. Krieg, P. H. A. Sneath, J. T. Staley, and S. T. Williams. 1994. Nocardioform actinomycetes. pp. 625-650. In Bergey's Manual of Determinative Bacteriology, 9th Ed. M.D. Baltimore, Williams and Wilkins.
  11. Jabbari, E., J. Tavakoli, and A. S. Sarvestani. 2007. Swelling characteristics of acrylic acid polyelectrolyte hydrogel in a DC electric field. Smart Mater. Struct. 16: 1614-1620. https://doi.org/10.1088/0964-1726/16/5/015
  12. Khandelwal, A. K., V. K. Nigam, B. Choudary, M. K. Mohan, and P. Ghosh. 2007. Optimization of nitrilase production from a new thermophilic isolate. J. Chem. Technol. Biotechnol. 82: 646-651. https://doi.org/10.1002/jctb.1721
  13. Kobayashi, M., N. Yanaka, T. Nagasawa, and H. Yamada. 1990. Purification and characterization of a novel nitrilase of Rhodococcus rhodochrous K22 that acts on aliphatic nitriles. J. Bacteriol. 172: 4807-4815. https://doi.org/10.1128/jb.172.9.4807-4815.1990
  14. Kurland, J. J. and D. B. Bryant. 1987. Shipboard polymerization of acrylic acid. Plant Operations Progr. 6: 203-207. https://doi.org/10.1002/prsb.720060412
  15. Nagasawa, T., T. Nakamura, and H. Yamada. 1990. Production of acrylic acid and methacrylic acid using Rhodococcus rhodochrous J1. Appl. Microbiol. Biotechnol. 34: 322-324.
  16. Pal, K., A. K. Banthia, and D. K. Majumdar. 2005. Esterification of carboxymethyl cellulose with acrylic acid for targeted drug delivery systems. Trends Biomater. Artif. Organs 19: 12-14.
  17. Sambrook, J., E. F. Fritsch, and A. E. Roodbeen. 1989. Molecular Cloning: A Laboratory Manual, 2nd Ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, New York.
  18. Shen, M., Y.-G. Zheng, and Y.-C. Shen. 2009. Isolation and characterization of a novel Arthrobacter nitroguajacolicus ZJUTB06-99, capable of converting acrylonitrile to acrylic acid. Process Biochem. 44: 781-785. https://doi.org/10.1016/j.procbio.2009.03.006
  19. Tamura, K., J. Dudley, and M. Nei, and S. Kumar. 2007. MEGA4: Molecular Evolutionary Genetic Analysis (MEGA) software version 4.0. Mol. Biol. Evol. 24: 1596-1599. https://doi.org/10.1093/molbev/msm092
  20. Tsukamoto, J., S. Haebel, G. P. Valenca, M. G. Peter, and T. T. Franco. 2008. Enzymatic direct synthesis of acrylic acid esters of mono- and disaccharides. J. Chem. Technol. Biotechnol. 83: 1486-1492. https://doi.org/10.1002/jctb.1983
  21. Xia, Y.-M., H.-Y. Cho, Y. Fang, X.-Y. Liou, and J.-M. Suh. 2002. Relationship between structure and performance of polyacrylates used as chelator in detergents. J. Ind. Chem. 8: 108-113.
  22. Zhang, W. and M. J. Yang. 2005. Study on siloxane-acrylic aqueous dispersions for use in exterior decorative coatings. Surface Coatings Int. B Coatings Trans. 88: 107-111. https://doi.org/10.1007/BF02699541
  23. Zohuriaan-Mehr, M. J. and K. Kabiri. 2008. Superabsorbent polymer materials: A review. Iranian Polym. J. 17: 451-477.

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