Molecular cloning and expression of the hyu genes from Microbacterium liquefaciens AJ 3912, responsible for the conversion of 5-substituted hydantoins to α-amino acids, in Escherichia coli

Bioscience, Biotechnology and Biochemistry

Volumn 69, Issue 8, 2005, Pages 1473-1482

  Suzuki, Shun'ichi ^a   Takenaka, Yasuhiro ^a   Onishi, Norimasa ^a   Yokozeki, Kenzo ^a  

^a AJINOMOTO CO INC   (Japan)

Author keywords

Amino acid production; Hydantoin racemase; Hydantoinase; Microbacterium liquefaciens; N carbamoylase

Indexed keywords

AMINO ACIDS; BACTERIA; DNA; ENZYMES; PROTEINS;

AMINO ACID PRODUCTION; HYDANTOIN RACEMASE; HYDANTOINASE; MICROBACTERIUM LIQUEFACIENS; N-CARBAMOYLASE;

GENES;

AMINO ACID; HYDANTOIN DERIVATIVE; PRIMER DNA;

AMINO ACID SEQUENCE; ARTICLE; BACTERIAL GENE; ESCHERICHIA COLI; GENETICS; METABOLISM; MICROCOCCACEAE; MOLECULAR CLONING; MOLECULAR GENETICS; NUCLEOTIDE SEQUENCE; SEQUENCE HOMOLOGY;

AMINO ACID SEQUENCE; AMINO ACIDS; BASE SEQUENCE; CLONING, MOLECULAR; DNA PRIMERS; ESCHERICHIA COLI; GENES, BACTERIAL; HYDANTOINS; MICROCOCCACEAE; MOLECULAR SEQUENCE DATA; SEQUENCE HOMOLOGY, AMINO ACID;

ESCHERICHIA COLI; MICROBACTERIUM LIQUEFACIENS; SACCHAROMYCES CEREVISIAE;

EID: 23944526273     PISSN: 09168451     EISSN: None     Source Type: Journal    
DOI: 10.1271/bbb.69.1473     Document Type: Article

References (25)

1. Bommarius, A. S., Schwarm, M., and Drauz, K., Biocatalysis to amino acid-based chiral pharmaceuticals: examples and perspectives. J. Mol. Cat. B: Enzymatic, 5, 1-11 (1998).
2. Syldatk, C., Laufer, A., Muller, R., and Hoke, H., Production of optically pure D- and L-α-amino acids by bioconversion of D,L-5-monosustituted hydantoin derivatives. Adv. Biochem. Eng. Biotechnol., 41, 29-75 (1990).
3. Altenbuchner, J., Siemann-Herzberg, M., and Syldatk, C., Hydantoinases and related enzymes as biocatalysts for the synthesis of unnatural chiral amino acids. Curr. Opin. Biotechnol., 12, 559-563 (2001).
4. Ogawa, J., and Shimizu, S., Diversity and versatility of microbial hydantoin-transforming enzymes. J. Mol. Cat. B: Enzymatic, 2, 163-176 (1997).
5. Ware, E., The chemistry of the hydantoins. Chem. Rev., 46, 403-470 (1950).
6. Watabe, K., Ishikawa, T., Mukohara, Y., and Nakamura, H., Purification and characterization of the hydantoin racemase of Pseudomonas sp. strain NS671 expressed in Escherichia coli. J. Bacteriol., 174, 7989-7995 (1992).
7. Wiese, A., Pietzsch, M., Syldatk, C., Mattes, R., and Altenbuchner, J., Hydantoin racemase from Arthrobacter aurescens DSM 3747: heterologous expression, purification and characterization. J. Biotechnol., 80, 217-230 (2000).
8. Las Heras-Vazquez, F. J., Martinez-Rodriguez, S., Mingorance-Cazorla, L., Clemente-Jimenez, J. M., and Rodriguez-Vico, F., Overexpression and characterization of hydantoin racemase from Agrobacterium tumefaciens C58. Biochem. Biophys. Res. Commun., 303, 541-547 (2003).
9. Martinez-Rodriguez, S., Las Heras-Vazquez, F. J., Mingorance-Cazorla, L., Clemente-Jimenez, J. M., and Rodriguez-Vico, F., Molecular Cloning, purification, and biochemical characterization of hydantoin racemase from the legume symbiont Sinorhizobium meliloti CECT 4114. Appl. Environ. Microbiol., 70, 625-630 (2004).
10. Martinez-Rodriguez, S., Las Heras-Vazquez, F. J., Clemente-Jimenez, J. M., and Rodriguez-Vico, F., Biochemical characterization of a novel hydantoin racemase from Agrobacterium tumefaciens C58. Biochimie, 86, 77-81 (2004).
11. Suzuki, S., Onishi, N., and Yokozeki, K., Purification and characterization of hydantoin racemase from Microbacterium liquefaciens AJ 3912. Biosci. Biotechnol. Biochem., 69, 530-536 (2005).
12. Sano, K., Yokozeki, K., Eguchi, C., Kagawa, T., Noda, I., and Mitsugi, K., Enzymatic production of L-tryptophan from L- and DL-5-indolylmethlhydantoin by newly isolated bacterium. Agric. Biol. Chem., 41, 819-825 (1977).
13. Yokozeki, K., Sano, K., Eguchi, C., Yamada, K., and Mitsugi, K., Enzymatic production of L-tryptophan from DL-5-indolylmethlhydantoin by mutants of Flavobacterium sp. T-523. Agric. Biol. Chem., 51, 363-369 (1987).
14. Yokozeki, K., Sano, K., Eguchi, C., Iwagami, H., and Mitsugi, K., Optimal conditions for the enzymatic production of L-aromatic amino acids from the corresponding 5-substituted hydantoins. Agric. Biol. Chem., 51, 729-736 (1987).
15. Yokozeki, K., Hirose, Y., and Kubota, K., Mechanism of asymmetric production of L-aromatic amino acids from the corresponding hydantoins by Flavobacterium sp. Agric. Biol. Chem., 51, 737-746 (1987).
16. Gallo, K. A., Tanner, M. E., and Knowles, J. R., Mechanism of the reaction catalyzed by glutamate racemase. Biochemistry, 32, 3991-3997 (1993).
17. Watabe, K., Ishikawa, T., Mukohara, Y., and Nakamura, H., Cloning and Sequencing of the genes involved in the conversion of 5-substituted hydantoins to the corresponding L-amino acids from the native plasmid of Pseudomonas sp. strain NS671. J. Bacteriol., 174, 962-969 (1992).
18. Watabe, K., Ishikawa, T., Mukohara, Y., and Nakamura, H., Identification and sequencing of a gene encoding a hydantoin racemase from the native plasmid of Pseudomonas sp. strain NS671. J. Bacteriol., 174, 3461-3466 (1992).
19. Wiese, A., Syldatk, C., Mattes, R., and Altenbuchner, J., Organization of genes responsible for the stereospecific conversion of hydantoins to α-amino acids in Arthrobacter aurescens DSM 3747. Arch. Microbiol., 176, 187-196 (2001).
20. Hils, M., Munch, P., Altenbuchner, J., Syldatk, C., and Mattes, R., Cloning and characterization of genes from Agrobacterium sp. IP I-671 involved in hydantoin degradation. Appl. Microbiol. Biotechnol., 57, 680-688 (2001).
21. Yoo, H. S., Cunningham, T. S., and Cooper, T. G., The allantoin and uracil permease gene sequences of Saccharomyces cerevisiae are nearly identical. Yeast, 8, 997-1006 (1992).
22. Sumrada, R., and Cooper, T. G., Allantoin transport in Saccharomyces cerevisiae. J. Bacteriol., 131, 839-847 (1977).
23. Wilms, B., Wiese, A., Syldatk, C., Mattes, R., and Altenbuchner, J., Development of an Escherichia coli whole cell biocatalyst for the production of L-amino acids. J. Biotechnol., 86, 19-30 (2001).
24. Ishikawa, T., Watabe, K., Mukohara, Y., Kobayashi, S., and Nakamura, H., Microbial conversion of DL-5-substituted hydantoins to the corresponding L-amino acids by Pseudomonas sp. strain NS671. Biosci. Biotechnol. Biochem., 57, 982-986 (1993).
25. Martinez-Rodriguez, S., Las Heras-Vazquez, F. J., Clemente-Jimenez, J. M., Mingorance-Cazorla, L., and Rodriguez-Vico, F., 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 (2002).