Biotechnology and Bioprocess Engineering:BBE

  • 제10권4호
  • /
  • Pages.367-371
  • /
  • 2005
  • /
  • 1226-8372(pISSN)
  • /
  • 1976-3816(eISSN)
한국생물공학회 (The Korean Society for Biotechnology and Bioengineering)
권호 표지

Screening of Exiguobacterium acetylicum from Soil Samples Showing Enantioselective and Alkalotolerant Esterase Activity

  • Hwang Bum-Yeol (Institute for Molecular Biology and Genetics, and School of Chemical Engineering, Seoul National University) ;
  • Kim Ji-Hyun (Institute for Molecular Biology and Genetics, and School of Chemical Engineering, Seoul National University) ;
  • Kim Juhan (Institute for Molecular Biology and Genetics, and School of Chemical Engineering, Seoul National University) ;
  • Kim Byung-Gee (Institute for Molecular Biology and Genetics, and School of Chemical Engineering, Seoul National University)
  • 발행 : 2005.08.01
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

About 3,000 bacterial colonies with esterase activities were isolated from soil samples by enrichment culture and halo-size on Luria broth-tributyrin (LT) plates. The colonies were assayed for esterase activity in microtiter plates using enantiomerically pure (R)- and (S)-2-phenylbutyric acid resorufin ester (2PB-O-res) as substrates. Two enantioselective strains (JH2 and JH13) were selected by the ratio of initial rate of hydrolysis of enantiomerically pure (R)- and (S)-2-PB-O-res. When cell pellets were used, both strains showed high apparent enantioselectivity ($E_{app}>100$) for (R)-2PB-O-res and were identified as Exiguobacterium acetylicum. The JH13 strain showed high esterase activity on p-nitrophenyl acetate (pNPA), but showed low lipase activity on p-nitrophenyl palmitate (pNPP). The esterase was located in the soluble fraction of the cell extract. The crude intracellular enzyme preparation was stable at a pH range from 6.0 to 11.0.

키워드

참고문헌

  1. Sheldon, R. A. (1996) Chirotechnology: Designing economic chiral syntheses. J. Chem. Technol. Biotechnol. 67: 1-14 https://doi.org/10.1002/(SICI)1097-4660(199609)67:1<1::AID-JCTB531>3.0.CO;2-L
  2. Margolin, A. L. (1993) Enzymes in the synthesis of chiral drugs. Enzyme Microbiol. Technol. 15: 266-280 https://doi.org/10.1016/0141-0229(93)90149-V
  3. Patel, R. N. (2000) Microbial/enzymatic synthesis of chiral drug intermediates. Adv. Appl. Microbiol. 47: 33-78 https://doi.org/10.1016/S0065-2164(00)47001-2
  4. Faber, K. (1996) Biotransformation on Organic Chemistry. 3rd ed., pp. 88-92. Springer, Berlin, Germany
  5. Topakas, E., H. Stamatis, P. Biely, D. Kekos, B. J. Macris, and P. Christakopoulos (2003) Purification and characterization of a feruloyl esterase from Fusarium oxysporum catalyzing esterification of phenolic acids in ternary waterorganic solvent mixtures. J. Biotechnol. 102: 33-44 https://doi.org/10.1016/S0168-1656(02)00363-2
  6. Kovac, A., P. Stadler, L. Haalck, F. Spener, and F. Paltauf (1996) Hydrolysis and esterification of acylglycerols and analogs in aqueous medium catalyzed by microbial lipases. Biochim. Biophys. Acta 1301: 57-66 https://doi.org/10.1016/0005-2760(96)00018-5
  7. Gokul, B., J. H. Lee, K. B. Song, T. Panda, S. K. Rhee, and C. H. Kim (2000) Screening of microorganisms producing esterase for the production of (R)-$\beta$-acetylmercaptoisobutyric acid from methyl (R,S)-$\beta$-acetylmercaptoisobutyrate. Biotechnol. Bioprocess Eng. 5: 57-60 https://doi.org/10.1007/BF02932355
  8. Sehgal, A. C. and R. M. Kelly (2003) Strategic selection of hyperthermophilic esterases for resolution of 2-arylpropionic esters. Biotechnol. Prog. 19: 1410-1416 https://doi.org/10.1021/bp034032c
  9. Kim, J. Y., G. S. Choi, I. S. Jung, Y. W. Ryu, and G. J. Kim (2003) A systematic approach for yielding a potential pool of enzymes: Practical case for chiral resolution of (R,S)-ketoprofen ethyl ester. Protein Eng. 16: 357-364 https://doi.org/10.1093/protein/gzg043
  10. Lee, S.-Y., B.-H. Min, S.-W. Song, S.-Y. Oh, S.-M. Lim, S.-L. Kim, and D.-I. Kim (2001) Polyacrylamide gel immobilization of porcine liver esterase for the enantioselective production of levofloxacin. Biotechnol. Bioprocess Eng. 6: 179-182 https://doi.org/10.1007/BF02932547
  11. Coghe, S., K. Benoot, F. Delvaux, B. Vanderhaegen, and F. R. Delvaux (2004) Ferulic acid release and 4-vinylguaiacol formation during brewing and fermentation: Indications for feruloyl esterase activity in Saccharomyces cerevisiae. J. Agric. Food Chem. 52: 602-608 https://doi.org/10.1021/jf0346556
  12. Iwasaki, Y. and T. Yamane (2004) Enzymatic synthesis of structured lipids. Adv. Biochem. Eng. Biotechnol. 90: 151-171
  13. Chung, Y. M, C. B. Park, and S. B. Lee (2000) Partial purification and characterization of thermostable esterase from the hyperthermophilic archaeon Sulfolobus solfataricus. Biotechnol. Bioprocess Eng. 5: 53-56 https://doi.org/10.1007/BF02932354
  14. Kim, C. H., J. H. Lee, J. H. Heo, O. S. Kwon, H. A. Kang, and S. K. Rhee (2004) Cloning and expression of a novel esterase gene cpoA from Burkholderia cepacia. J. Appl. Microbiol. 96: 1306-1316 https://doi.org/10.1111/j.1365-2672.2004.02262.x
  15. Lambrechts, C. and P. J. Galzy (1995) Esterase activities of Brevibacterium sp. R312 and Brevibacterium linens 62. Biosci. Biotechnol. Biochem. 59: 1464-1471 https://doi.org/10.1271/bbb.59.1464
  16. Simoes, D. C. M., D. McNeill, B. Kristiansen, and M. Mattey (1995) Extracelular esterase activity from Bacillus stearothermophilius. Biotechnol. Lett. 17: 953-958 https://doi.org/10.1007/BF00127433
  17. Landoni, M. F. and A. Soraci (2001) Pharmacology of chiral compounds: 2-Arylpropionic acid derivatives. Curr. Drug Metab. 2: 37-51 https://doi.org/10.2174/1389200013338810
  18. Stephan, E., R. Rocher, J. Aubouet, G. Pourcelot, and P. Cresson (1994) Preparation of chiral indanones and dihydrocoumarins: Application to synthesis of (+)-3-(2,6-dimethoxy-phenyl) pentanoic acid. Tetrahedron Asymmetry 5: 41-44 https://doi.org/10.1016/S0957-4166(00)80481-4
  19. Mizuno, M. and T. Shioiri (1998) Reaction of carboxylic acids with diethyl phosphoro-cyanidate: A novel synthesis of homologated $\alpha$-hydroxycarboxylic acids from carboxylic acids. Tetrahedron Lett. 39: 9209-9210 https://doi.org/10.1016/S0040-4039(98)02099-1
  20. Janes, L. E. and R. J. Kazlauskas (1997) A fast spectrophotometric method to measure the enantioselectivity of hydrolases. J. Org. Chem. 62: 4560-4561 https://doi.org/10.1021/jo9707803
  21. Henke, E. and U. T. Bornscheuer (1999) Directed evolution of an esterase from Pseudomonas fluorescens. Random mutagenesis by error-prone PCR or a mutator strain and identifi-cation of mutants showing enhanced enantioselectivity by a resorufin based fluore-scence assay. Bio. Chem. 380: 1029-1033 https://doi.org/10.1515/BC.1999.128
  22. Chen, C. S., Y. Fujimoto, G. Girdaukas, and C. J. Sih (1982) Quantitative analyses of bio-chemical kinetic resolutions of enantiomers. J. Am. Chem. Soc. 104: 7294-7299 https://doi.org/10.1021/ja00389a064
  23. Koskinen, A. M. P. and A. M. Klibanov (1996) Enzymatic Reactions in Organic Media. 1st ed., pp. 172-174. Blackie Academic & Professional, London, UK