Multistep enzyme catalysed deracemisation of 2-naphthyl alanine

Biocatalysis and Biotransformation

Volumn 24, Issue 6, 2006, Pages 409-413

  Caligiuri, Antonio ^a   D'Arrigo, Paola ^a   Gefflaut, Thierry ^c   Molla, Gianluca ^b   Pollegioni, Loredano ^b   Rosini, Elena ^b   Rossi, Cristina ^a   Servi, Stefano ^a  

^a POLITECNICO DI MILANO   (Italy)

^b UNIVERSITY OF INSUBRIA   (Italy)

^c LASMEA Universite Blake Pascal   (France)

Author keywords

Amino acid oxidase; Amino transferase; Multi enzyme reaction; Non natural amino acid

Indexed keywords

AMINO ACIDS; CATALYSIS; ESCHERICHIA COLI; SOLUBILITY; SUSPENSIONS (FLUIDS);

AMINO ACID OXIDASE; BIOTRANSFORMATION; CYSTEINE SULPHINIC ACID; MULTI-ENZYME REACTION; NAPHTHYL PYRUVATE;

ENZYME KINETICS;

2 NAPHTHYLALANINE; 2 NAPHTHYLPYRUVATE; ALANINE DERIVATIVE; ASPARTATE AMINOTRANSFERASE; CYSTEINE; DEXTRO AMINO ACID OXIDASE; PYRUVIC ACID DERIVATIVE;

ARTICLE; BIOTRANSFORMATION; CATALYSIS; CHEMICAL STRUCTURE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; ENANTIOMER; ENZYME KINETICS; ENZYME MECHANISM; ESCHERICHIA COLI; NONHUMAN; QUANTITATIVE ANALYSIS; RHODOTORULA; RHODOTORULA GRACILIS; SOLUBILITY; STRUCTURE ANALYSIS;

ESCHERICHIA COLI; NALA;

EID: 33845547114     PISSN: 10242422     EISSN: 10292446     Source Type: Journal    
DOI: 10.1080/10242420601033878     Document Type: Article

References (18)

1. 2B) contractile receptor in the rat stomach fundus J Med Chem, 39, pp. 2773-2780.
2. Bae, HS and Lee, SG and Hong, SP and Kwak, MS and Esaki, N and Soda, K and Sung, MH. (1999) Production of aromatic d-amino acids from β-keto acids and ammonia by coupling of four enzyme reactions J Mol Cat B: Enzym, 6, pp. 241-247.
3. Berger, A and Smolarsky, M. and Kurn, N. and Bosshard, HR. (1973) A new method for the synthesis of optically active β-amino acids and their derivatives via acylamino malonates J Org Chem, 3, pp. 457-460.
4. Bommarius, AS and Kottenhan, M and Klenk, H and Drauz, K.(1992) A direct route from hydantoins to d-amino acids employing a resting cell biocatalyst with d-hydantoinase and d-carbamoylase activity. In Microbial reagents in organic synthesis. (pp. 161-174). Kluwer.
5. Crump, SP and Rozzell, JD.(1992) Biocatalytic production of amino acids by transamination. In Biocatalytic production of amino acids and derivatives. (pp. 43-58). Wiley: NY.
6. Curti B, Ronchi S, Pilone MS. 1992. d- and l-amino acid oxidases. In: MüllerF, editor. Chemistry and Biochemistry of Flavoenzymes. Boca Raton: CRC Press. Vol. III p 69-94.
7. Fantinato, S and Pollegioni, L and Pilone, MS. (2001) Engineering, expression and purification of a His-tagged chimeric d-amino acid oxidase from Rhodotorula gracilis Enzym Microb Technol, 29, pp. 407-412.
8. Fessner, WD and Walter, C. (1992) Artificial metabolism for the asymmetric one-pot synthesis of branched-chain saccharides Angewandte Chem Int Ed Eng, 31, pp. 614-616.
9. Helaine, V and Rossi, T and Bolte, J. (1999) A new access to alkyl α-ketopentanoic acids, precursors of glutamic acid analogues by enzymatic transamination. Application to the synthesis of (2S,4R)-4-propyl glutamic acid Tetrahedron Lett, 40, pp. 6577-6580.
10. Helaine, V and Rossi, T and Gefflaut, T and Alaux, S and Bolte, J. (2001) Synthesis of 4,4-disubstituted l-glutamic acids by enzymatic transamination Adv Synth Catal, 343, pp. 692-697.
11. Greenstein JP, Winitz M. 1961. The Chemistry of Amino acids vol. 2. NY: Wiley & Sons. editors. Vol. II p 826.
12. Kagamiyama, H and Hayashi, H. (2000) Branched-chain amino-acid aminotransferase of Escherichia coli Meth Enzymol, 324, pp. 103-113.
13. Kamitori S, Hirotsu K, Higuchi T, Kondo K, Inoue K, Kuramitsu S, Kagamiyama H, Higuchi Y, Yasuoka N, Kusunoki M, Matsuura Y. 1987. Overproduction and preliminary X-ray characterization of aspartate aminotransferase from Escherichia coli. J Biochem.101:813-816.
14. Li, T and Kootstra, AB and Fotheringham, IG. (2002) Nonproteinogenic α-amino acid preparation using equilibrium shifted transamination Org Proc Res Dev, 6, pp. 533-538.
15. Morino, Y and Shimada, K and Kagamiyama, H. (1990) Mammalian aspartate-amino tranferase from DNA to protein. Annals N.Y Acad Sci, 585, pp. 32-47.
16. Pilone, MS and Pollegioni, L. (2002) d-Amino acid oxidase as an industrial biocatalyst Biocatal Biotrans, 20, pp. 145-159.
17. Schmidt E, Blaser HU, Fauquex PF, Sedelmeier G, Spindler F. 1992. Comparison of chemical and biochemical reduction methods for the synthesis of (R)-2-hydroxy-4-phenylbutyric acid. In: ServiS, editor. Microbial reagents in organic synthesis. Kluwer. p 377-388.
18. Soda, K and Oikawa, T and Yokoigawa, K. (2001) One-pot chemo-enzymatic enantiomerisation of racemates J Mol Cat B: Enzym, 11, pp. 149-153.