Amino Acids

, Volume 41, Issue 2, pp 495–506 | Cite as

Bioconversion of l-tyrosine to l-DOPA by a novel bacterium Bacillus sp. JPJ

Original Article
First Online:
Received:
Accepted:

Abstract

l-DOPA is an amino acid derivative and most potent drug used against Parkinson’s disease, generally obtained from Mucuna pruriens seeds. In present communication, we have studied the in vitro production of l-DOPA from l-tyrosine by novel bacterium Bacillus sp. JPJ. This bacterium produced 99.4% of l-DOPA from l-tyrosine in buffer (pH 8) containing 1 mg ml−1 cell mass incubated at 40°C for 60 min. The combination of CuSO4 and l-ascorbic acid showed the inducing effect at concentrations of 0.06 and 0.04 mg ml−1, respectively. The activated charcoal 2 mg ml−1 was essential for maximum bioconversion of l-tyrosine to l-DOPA and the crude tyrosinase activity was 2.7 U mg−1 of tyrosinase. Kinetic studies showed significant values of Yp/s (0.994), Qs (0.500) and qs (0.994) after optimization of the process. The production of l-DOPA was confirmed by analytical techniques such as HPTLC, HPLC and GC–MS. This is the first report on rapid and efficient production of l-DOPA from l-tyrosine by bacterial source which is more effective than the plant, fungal and yeast systems.

Keywords

l-DOPA Parkinson’s disease l-Tyrosine Bacillus sp. JPJ Bioconversion 
This is a preview of subscription content, log in to check access.

Notes

Conflict of interest

The authors declare that they have no conflict of interest.

References

  1. Abdel N, El-Hendawy A (2005) Surface and adsorptive properties of carbons prepared from biomass. Appl Surf Sci 252:287–295CrossRefGoogle Scholar
  2. Ali S, Haq I (2006a) Innovative effect of illite on improved microbiological conversion of l-tyrosine to 3,4 dihydroxy phenyl L-alanine (l-DOPA) by Aspergillus oryzae ME2 under acidic reaction conditions. Curr Microbial 53:351–357CrossRefGoogle Scholar
  3. Ali S, Haq I (2006b) Kinetic basis of celite (CM 2:1) addition on the biosynthesis of 3,4-dihydroxyphenyl-l-alanine (l-DOPA) by Aspergillus oryzae ME2 using l-tyrosine as a basal substrate. World J Microbiol Biotechnol 22:347–353CrossRefGoogle Scholar
  4. Ali S, Jeffry S, Haq I (2007) High performance microbiological transformation of l-tyrosine to l-DOPA by Yarrowia lipolytica NRRL-143. BMC Biotechnol 7:50PubMedCrossRefGoogle Scholar
  5. Arnow L (1937) Colorimetric determination of the components of 3,4 dihydroxyphenylalanine-tyrosine mixtures. J Biol Chem 118:531–537Google Scholar
  6. Bapat V, Suprasanna P, Ganapathi T, Rao P (2000) In vitro production of l-DOPA in tissue cultures of banana. Pharm Biol 38:271–273PubMedGoogle Scholar
  7. Chattopadhyay S, Data S, Mahato S (1994) Production of l-DOPA from cell suspension culture of Mucuna pruriens f. pruriens. Plant Cell Rep 13:519–522CrossRefGoogle Scholar
  8. Chen Y, Deng Y, Wang J, Cai J, Ren G (2004) Characterization of melanin produced by a wild-type strain of Bacillus thuringiensis. J Gen Appl Microbiol 50:183–188PubMedCrossRefGoogle Scholar
  9. Claus D, Berkeley R (1986) Genus Bacillus Cohn 1872. In: Sneath P, Mair N, Sharpe M, Holt J (eds) Bergey’s manual of systematic bacteriology, vol 2. Williams and Wilkins, Baltimore, pp 1105–1139Google Scholar
  10. Claus H, Decker H (2006) Bacterial tyrosinases. Syst Appl Microbiol 29:3–14PubMedCrossRefGoogle Scholar
  11. Davie C (2008) A review of Parkinson’s disease. Br Med Bull 86:109–127PubMedCrossRefGoogle Scholar
  12. Dhanve R, Kalyani D, Phugare S, Jadhav J (2009) Coordinate action of exiguobacterial oxidoreductive enzymes in biodegradation of reactive yellow 84A dye. Biodegradation 20:245–255PubMedCrossRefGoogle Scholar
  13. Dong X, Charles J (2003) Phylogenetic relationships between Bacillus species and related genera inferred from comparison of 39 end 16S rDNA and 59 end 16S–23S ITS nucleotide sequences. Int J Syst Evol Microbiol 53:695–704CrossRefGoogle Scholar
  14. Felsenstein J (1985) Confidence limits on phylogenies: an approach using the bootstrap. Evol Int J Org Evol 39:783–791Google Scholar
  15. Knowles W (2003) Asymmetric hydrogenations. Adv Synth Catal 345:3–13CrossRefGoogle Scholar
  16. Kofman O (1971) Treatment of Parkinson’s disease with l-DOPA: a current appraisal. Can Med Assoc J 104:483–487PubMedGoogle Scholar
  17. Koyanagi T, Katayama T, Suzuki H, Nakazawab H, Yokozeki K, Kumagai H (2005) Effective production of 3,4-dihydroxyphenyl-l-alanine (l-DOPA) with Erwinia herbicola cells carrying a mutant transcriptional regulator TyrR. J Biotechnol 115:303–306PubMedCrossRefGoogle Scholar
  18. Krishnaveni R, Rathod V, Thakur M, Neelgund Y (2009) Transformation of l-tyrosine to l-DOPA by a novel fungus Acremonium rutilum under submerged fermentation. Curr Microbiol 58:122–128PubMedCrossRefGoogle Scholar
  19. Liu N, Zhang T, Wang Y, Huang J, Ou P, Shen A (2004) A heat inducible tyrosinase with distinct properties from Bacillus thuringiensis. Lett Appl Microbiol 3:407–412CrossRefGoogle Scholar
  20. Lowry O, Rosbrough N, Farr A, Randall R (1951) Protein measurement with the folin phenol reagent. J Biol Chem 193:265–275PubMedGoogle Scholar
  21. Para G, Baratti J (1988) Synthesis of l-DOPA by Escherichia intermedia cells immobilized in a polyacrylamide gel. Appl Microbiol Biotechnol 28:222–228CrossRefGoogle Scholar
  22. Rani N, Joy B, Abraham E (2007) Cell suspension cultures of Portulaca grandiflora as potent catalysts for biotransformation of l-tyrosine into l-DOPA, an anti-Parkinson’s drug. Pharm Biol 45:48–53CrossRefGoogle Scholar
  23. Saitou N, Nei M (1987) The neighbor-joining method: a new method for reconstructing phylogenetic trees. Mol Biol Evol 4:406–425PubMedGoogle Scholar
  24. Sukumaram P, Singh V, Khedkar D, Mahadevan R (1979) An actinomycete producing l-3,4-dihydroxyphenylalanine from l-tyrosine. J Biosci 1:236–239CrossRefGoogle Scholar
  25. Takezaki N, Rzhetsky A, Nei M (1995) Phylogenetic test of the molecular clock and linearized trees. Mol Biol Evol 112:823–833Google Scholar
  26. Tamura K, Nei M, Kumar S (2004) Prospects for inferring very large phylogenies by using the neighbor-joining method. Proc Natl Acad Sci USA 101:11030–11035PubMedCrossRefGoogle Scholar
  27. Tamura K, Dudley J, Nei M, Kumar S (2007) MEGA4: molecular evolutionary genetics analysis (MEGA) software version 4.0. Mol Biol Evol 24:1596–1599PubMedCrossRefGoogle Scholar
  28. Valdes R, Puzer L, Gomes M, Marques C, Aranda D, Bastos M, Gemal A, Antunes O (2004) Production of l-DOPA under heterogeneous asymmetric catalysis. Catal Commun 5:631–634CrossRefGoogle Scholar
  29. Zhang J, Cai J, Deng Y, Chen Y, Ren G (2007) Characterization of melanin produced by a wild-type strain of Bacillus cereus. Front Biol China 2:26–29CrossRefGoogle Scholar

Copyright information

© Springer-Verlag 2010

Authors and Affiliations

  1. 1.Department of MicrobiologyShivaji UniversityKolhapurIndia
  2. 2.Department of BiotechnologyShivaji UniversityKolhapurIndia

Personalised recommendations