Optical resolution of DL-pipecolic acid by fermentation using Pseudomonas sp. PA09

Journal of Microbiology and Biotechnology

Volumn 11, Issue 2, 2001, Pages 217-221

  Kim, Chan Soo ^a   Lee, Il Seok ^a   Chung, Namhyun ^a   Bang, Won Gi ^a  

^a Korea University   (South Korea)

Author keywords

D pipecolic acid; Fermentation; Optical resolution; Pseudomonas sp.

Indexed keywords

CARBON; PIPECOLIC ACID;

AGRICULTURE; ARTICLE; BACTERIUM ISOLATION; CONTROLLED STUDY; CULTURE MEDIUM; ENANTIOMER; ENERGY RESOURCE; EXPERIMENT; FERMENTATION; NONHUMAN; OPTICAL RESOLUTION; PSEUDOMONAS; SOIL; TIME;

BACTERIA (MICROORGANISMS); PSEUDOMONAS; PSEUDOMONAS SP.;

EID: 6644230592     PISSN: 10177825     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Akeda, K., S. Terashima, and S. Yamada. 1979. Stereochemical studies. XL. A bimimetic conversion of L-lysine into optically active 2-substituted piperidines. Synthesis of D-pipecolic acid and L-pipecolic acid, and (S)-(+)-coniine from L-lysine. Chem. Pharm. Bull. 24: 621-631.
2. Chang, Y. F. and E. Adams. 1974. D-lysine catabolic pathway in Pseudomonas putida: Interactions with L-lysine catabolism. J. Bacteriol. 117: 753-764.
3. Chen, S., R. F. Mathew, J. Fisher, and S. J. Danishefsky. 1991. Application of the Ibuka-Yamamoto reaction to a problem in sterochemical communication: A strategy for the stereospecific synthesis and stabilization of the triene substructure of Rapamycin through sulfone substitution. J. Org. Chem. 56: 5834-5845.
4. Christine M., N. Chen, Q. Huang, and R. J. Kazlauskas. 1994. Kinetic resolution of pipecolic acid using partially purified lipase from Aspergillus niger. J. Org. Chem. 59: 2075-2081.
5. Chung, C.-W., Y.-S. Kim, Y. B. Kim, K.-S. Bae, and Y.-H. Rhee. 1999. Isolation of a Pseudomonas sp. strain exhibiting unusual behavior of poly(3-hydroxyalkanoates) biosynthesis and characterization of synthesized polyesters. J. Microbiol. Biotechnol. 9: 347-352.
6. Franco, C. M. M. and N. C. McClure. 1998. Isolation of microorganisms for biotechnological application. J. Microbiol. Biotechnol. 8: 101-110.
7. Harris, C. M. and T. M. Harris. 1989. Synthesis of the tricarbonyl region of FK-506 through an aminophosphorane. J. Org. Chem. 54: 2785-2786.
8. Harris, C. M. and T. M. Harris. 1987. Synthesis and configurational assignment of optically active 1-hydroxyindolizines. Tetrahedron Lett. 28: 2559-2562.
9. Holt, J. G., N. R. Kreig, P. H. A. Sneath, J. T. Staley, and S. T. Williams. 1994. Bergey's Manual of Determinative Bacteriology, 9th ed. Williams & Wilkins, Baltimore.
10. Hwang, K. and W. G. Bang. 1998. Resolution of L-carnitine from DL-carnitine by resting cells of the Enterobacter sp. NH-104. J. Microbiol. Biotechnol. 8: 601-605.
11. Jaeger, K.-E. and M. T. Reetz. 2000. Directed evolution of enantioselective enzymes for organic chemistry. Cur. Opin. Chem. Biol. 4: 68-73.
12. Kenneth, B. 1971. D-Amino acid oxidase from kidney. Methods Enzymol. 23: 171-199.
13. Kim, B.-Y., K.-C. Hwang, H.-S. Song, N. Chung, and W.-G. Bang. 2000. Optical resolution of RS-(±)-mandelic acid by Pseudomonas sp. Biotechnol. Lett. 22: 1871-1875.
14. Kumar, A. and A. Kumar. 1998. Isolation of a Pseudomonas aeruginosa strain capable of degrading acrylamide. J. Microbiol. Biotechnol. 8: 347-352.
15. Mochizuki, K., Y. Yamazaki, and H. Maeda. 1988. Simultaneous production of D-pipecolic acid and L-aminoadipic acid from DL-pipecolic acid using a microorganism. Agric. Biol. Chem. 52: 1113-1116.
16. Raymond, E. K. and D. F. Othner. 1953. Encyclopedia of Chemical Technology. Vol. 2, The Interscience Encyclopedia Inc., New York.
17. Rodwell, V. W. 1971. Pipecolic acid. Methods Enzymol. 17: 174-199.
18. Shinde, M., C.-K. Kim, and T. B. Karegoudar. 1999. Production of salicylic acid from naphthalene by immobilized Pseudomonas sp. strain NGK1. J. Microbiol. Biotechnol. 9: 482-487.
19. Terry, D. C., M. W. Ewald, T. Jozsef, and O. Stephen 1990. Substitution of proline with pipecolic acid at the scissile bond converts a peptide substrate of HIV proteinase into a selective inhibitor. Biochem. Biophy. Res. Comm. 169: 310-314.
20. Zaar, K., S. Angermuller, and H. D. Fahimi. 1986. Pipecolic acid is oxidized by renal and hepatic peroxisomes. Exp. Cell. Res. 164: 267-271.