Molecular Cloning, Purification, and Biochemical Characterization of Hydantoin Racemase from the Legume Symbiont Sinorhizobium meliloti CECT 4114

Applied and Environmental Microbiology

Volumn 70, Issue 1, 2004, Pages 625-630

  Martínez Rodríguez, Sergio ^a   Las Heras Vázquez, Francisco Javier ^a   Mingorance Cazorla, Lydia ^a   Clemente Jiménez, Josefa María ^a   Rodríguez Vico, Felipe ^a  

^a UNIVERSITY OF ALMERÍA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; CLONING; ENZYME INHIBITION; ENZYMES; PURIFICATION;

AROMATIC RINGS;

ESCHERICHIA COLI;

HYDANTOIN DERIVATIVE; HYDANTOIN RACEMASE; RACEMASE; UNCLASSIFIED DRUG;

ARTICLE; BIOCHEMISTRY; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME PURIFICATION; ESCHERICHIA COLI; LEGUME; MOLECULAR CLONING; MOLECULAR WEIGHT; NONHUMAN; NUCLEOTIDE SEQUENCE; PH; PROTEIN EXPRESSION; SINORHIZOBIUM MELILOTI; SYMBIONT; TEMPERATURE DEPENDENCE;

AMINO ACID SEQUENCE; CLONING, MOLECULAR; ESCHERICHIA COLI; FABACEAE; HYDANTOINS; KINETICS; MOLECULAR SEQUENCE DATA; RACEMASES AND EPIMERASES; SEQUENCE ALIGNMENT; SINORHIZOBIUM MELILOTI; STEREOISOMERISM; SUBSTRATE SPECIFICITY; SYMBIOSIS;

ESCHERICHIA COLI; NEGIBACTERIA; SINORHIZOBIUM; SINORHIZOBIUM MELILOTI;

EID: 0346499576     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/AEM.70.1.625-630.2004     Document Type: Article

References (22)

1. Altecnbuchner, J., M. Siemann-Herzberg, and C. Syldatk. 2001. Hydantoinases and related enzymes as biocatalysts for the synthesis of unnatural chiral amino acids. Curr. Opin. Biotechnol. 12:559-563.
2. Battilotti, M., and U. Barberini. 1988. Preparation of D-valine from D,L-5-isopropylhydantoin by stereoselective biocatalysis. J. Mol. Catal. 43:343-352.
3. Bommarius, A. S., M. Schwarm, and K. Drauz. 1998. Biocatalysis to amino acid-based chiral pharmaceuticals-examples and perspectives. J. Mol. Catal. B Enzym. 5:1-11.
4. Capela, D., F. Barloy-Hubler, J. Gouzy, G. Bothe, F. Ampe, J. Batut, P. Boistard, A. Becker, M. Boutry, E. Cadieu, S. Dreano, S. Gloux, T. Godrie, A. Goffeau, D. Kahn, E. Kiss, V. Lelaure, D. Masuy, T. Pohl, D. Portetelle, A. Puhler, B. Purnelle, U. Ramsperger, C. Renard, P. Thebault, M. Vandenbol, S. Weidner, and F. Galibert. 2001. Analysis of the chromosome sequence of the legume symbiont Sinorhizobium meliloti strain 1021. Proc. Natl. Acad. Sci. USA 98:9877-9882.
5. Galibert, F., T. M. Finan, S. R. Long, A. Puhler, P. Abola, F. Ampe, F. Barloy-Hubler, M. J. Barnett, A. Becker, P. Boistard, G. Bothe, M. Boutry, L. Bowser, J. Buhrmester, E. Cadieu, D. Capela, P. Chain, A. Cowie, R. W. Davis, S. Dreano, N. A. Federspiel, R. F. Fisher, S. Gloux, T. Godrie, A. Goffeau, B. Golding, J. Gouzy, M. Gurjal, I. Hernandez-Lucas, A. Hong, L. Huizar, R. W. Hyman, T. Jones, D. Kahn, M. L. Kahn, S. Kalman, D. H. Keating, E. Kiss, C. Komp, V. Lelaure, D. Masuy, C. Palm, M. C. Peck, T. M. Pohl, D. Portetelle, B. Purnelle, U. Ramsperger, R. Surzycki, P. Thebault, M. Vandenbol, F. J. Vorholter, S. Weidner, D. H. Wells, K. Wong, K. C. Yeh, and J. Batut. 2001. The composite genome of the legume symbiont Sinorhizobium meliloti. Science 293:668-672.
6. Hils, M., P. Müch, J. Altenbuchner, C. Syldatk, and R. Mattes. 2001. Cloning and characterization of genes from Agrobacterium sp. IP 1-671 involved in hydantoin degradation. Appl. Microbiol. Biotechnol. 57:680-688.
7. Kim, G. J., and H. S. Kim. 1995. Optimization of the enzymatic synthesis of D-p-hydroxyphenylglycine from DL-5-substituted hydantoin using D-hydantoinase and D-carbamoylase. Enzyme Microb. Technol. 17:63-67.
8. Las Heras-Vazquez, F. J., S. Martinez-Rodriguez, L. Mingorance-Cazorla, J. M. Clemente-Jimenez, and F. Rodriguez-Vico. 2003. Overexpression and characterization of hydantoin racemase from Agrobacterium tumefaciens C58. Biochem. Biophys. Res. Commun. 303:541-547.
9. Lazarus, R. A. 1990. Chemical racemization of 5-benzylhydantoin. J. Org. Chem. 55:4755-4757.
10. Martinez-Rodriguez, S., F. J. Las Heras-Vazquez, J. M. Clemente-Jimenez, L. Mingorance-Cazorla, and F. Rodriguez-Vico. 2002. Complete conversion of D,L-5-monosubstituted hydantoins with a low velocity of chemical racemization into D-amino acids using whole cells of recombinant Escherichia coli. Biotechnol. Prog. 18:1201-1206.
11. Möller, A., C. Syldatk, M. Schulze, and F. Wagner. 1988. Stereo- and substrate-specificity of a D-hydantoinase and a D-N-carbamyl-amino acid aminohydrolase of Arthrobacter crystallopoietes AM 2. Enzyme Microb. Technol. 10:618-625.
12. Olivieri, R., E. Fascetti, L. Angelini, and L. Degen. 1981. Microbial transformation of racemic hydantoins to D-amino acids. Biotechnol. Bioeng. 23:2173-2183.
13. Pietzsch, M., and C. Syldatk. 2002. Hydrolysis and formation of hydantoins, p. 761-799. In K. Drauz and H. Waldmann (ed.), Enzyme catalysis in organic synthesis. Wiley-VCH, Weinheim, Germany.
14. Pietzsch, M., C. Syldatk, and F. Wagner. 1992. A new racemase for 5-monosubstituted hydantoins. Ann. N. Y. Acad. Sci. 672:478-483.
15. Sobral, B. W., R. J. Honeycutt, and A. G. Atherly. 1991. The genomes of the family Rhizobiaceae: size, stability, and rarely cutting restriction endonucleases. J. Bacteriol. 173:704-709.
16. Syldatk, C., A. Läufer, R. Müller, and H. Höke. 1990. Production of optically pure D- and L-α-amino acids by bioconversion of D,L-5-monosubstituted hydantoin derivatives. Adv. Biochem. Eng. Biotechnol. 41:29-75.
17. Syldatk, C., M. Müller, M. Pietzsch, and F. Wagner. 1992. Microbial and enzymatic production of L-amino acids from D,L-5-monosubstituted hydantoins, p. 129-176. In D. Rozell and F. Wagner (ed.), Biocatalytic production of amino acids and derivatives. Hanser Publishers, Munich, Germany.
18. Ware, E. 1950. The chemistry of hydantoins. Chem. Rev. 46:403-470.
19. Watabe, K., T. Ishikawa, Y. Mukohara, and H. Nakamura. 1992. Identification and sequencing of a gene encoding a hydantoin racemase from a native plasmid of Pseudomonas sp. strain NS671. J. Bacteriol. 174:3461-3466.
20. Watabe, K., T. Ishikawa, Y. Mukohara, and H. Nakamura. 1992. Purification and characterization of the hydantoin racemase of Pseudomonas sp. strain NS671 expressed in E. coli. J. Bacteriol. 174:7989-7995.
21. Wiese, A., M. Pietzsch, C. Syldatk, R. Mattes, and J. Altenbuchner. 2000. Hydantoin racemase from Arthrobacter aurescens DSM 3747: heterologous expression, purification, and characterization. J. Biotechnol. 80:217-230.
22. Wiese, A., C. Syldatk, R. Mattes, and J. Altenbuchner. 2001. Organization of genes responsible for the stereospecific conversion of hydantoins to α-amino acids in Arthrobacter aurescens DSM 3747. Arch. Microbiol. 176:187-196.