Biphasic aqueous/organic biotransformation of acetaldehyde and benzaldehyde by Zymomonas mobilis pyruvate decarboxylase

Biotechnology and Bioengineering

Volumn 86, Issue 7, 2004, Pages 788-794

  Rosche, Bettina ^a   Breuer, Michael ^b   Hauer, Bernhard ^b   Rogers, Peter L ^a  

^a UNIVERSITY OF NEW SOUTH WALES   (Australia)

^b BASF SE   (Germany)

Author keywords

(R) phenylacetylcarbinol; Aqueous organic two phase reactor; Biotransformation; Pyruvate decarboxylase; Zymomonas mobilis

Indexed keywords

ALDEHYDES; BUTANE; ENZYME KINETICS; SOLVENTS; SYNTHESIS (CHEMICAL); TOXIC MATERIALS;

BIOTRANSFORMATION; TOXIC SUBSTRATES;

BIOTECHNOLOGY;

ACETALDEHYDE; BENZALDEHYDE; EPHEDRINE; HEXADECANE; HEXANOL; ISOBUTANOL; METHANOL DERIVATIVE; ORGANIC SOLVENT; PENTANOL; PHENYLACETYLCARBINOL; PSEUDOEPHEDRINE; PYRUVATE DECARBOXYLASE; TERT BUTYL METHYL ETHER; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; BIOTRANSFORMATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME STABILITY; ENZYME SUBSTRATE COMPLEX; NONHUMAN; PARTITION COEFFICIENT; PRECURSOR; SYNTHESIS; ZYMOMONAS MOBILIS;

ACETALDEHYDE; ACETONE; BENZALDEHYDES; BIOTRANSFORMATION; PYRUVATE DECARBOXYLASE; SOLVENTS; ZYMOMONAS;

ZYMOMONAS MOBILIS;

EID: 2942538028     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/bit.20082     Document Type: Article

References (17)

1. Bergmeyer HU, Gawehn K, Grassl M. 1974. Enzymes as biochemical reagents: Pyruvate decarboxylase. In: Bergmeyer HU, editor. Methods of enzymatic analysis, Vol. 1, 2nd English Ed. New York/London: Verlag Chemie, Weinheim/Academic Press, Inc. p 509.
2. Breuer M, Hauer B, Mesch K, Iding H, Goetz G, Pohl M, Kula M-R. 1997. Method for producing enantiomer-free phenylacetyl carbinoles from acetaldehyde and benzaldehyde in the presence of pyruvate decarboxylase from Zymomonas. German Patent Application DE 197 36 104 (WO 99/09195).
3. Bringer-Meyer S, Sahm H. 1988. Acetoin and phenylacetylcarbinol formation by pyruvate decarboxylase of Zymomonas mobilis and Saccharomyces carlsbergensis. Biocatalysis 1:321-331.
4. Bruce LJ, Daugulis AJ. 1991. Solvent selection strategies for extractive biocatalysis. Biotechnol Prog 7:116-124.
5. Bruhn H, Pohl M, Grötzinger J, Kula MR. 1995a. The replacement of Trp392 by alanine influences the decarboxylase/carboligase activity and stability of pyruvate decarboxylase from Zymomonas mobilis. Eur J Biochem 234:650-655.
6. Bruhn H, Pohl M, Mesch K, Kula MR. 1995b. Process for obtaining acyloins, pyruvate decarboxylases suitable therefor and their production and DNA sequences of the PDC gene coding them. German Patent Application DE 195 23 269 (U.S. Patent 006004789).
7. Goetz G, Iwan P, Hauer B, Breuer M, Pohl M. 2001. Continuous production of (R)-phenylacetylcarbinol in an enzyme-membrane reactor using a potent mutant of pyruvate decarboxylase from Zymomonas mobilis. Biotechnol Bioeng 74:317-325.
8. Hauer B, Breuer M, Rogers P, Sandford V, Rosche B. 2001. Process for production of R-phenylacetylcarbinol by an enzymatic process in a two-phase system. German Patent Application DE 101 42 574 (WO 03/020942).
9. Iwan P, Goetz G, Schmitz S, Hauer B, Breuer M, Pohl M. 2001. Studies on the continuous production of (R)-(-)-phenylacetylcarbinol in an enzyme-membrane reactor. J Mol Cat B: Enzymatic 11:387-396.
10. Laane C, Boeren S, Vos K, Veeger C. 1987. Rules for optimization of biocatalysis in organic solvents. Biotechnol Bioeng 30:81-87.
11. Meylan WM, Howard PH. 1995. Atom/fragment contribution method for estimating octanol-water partition coefficients. J Pharm Sci 84:83-92.
12. Netrval J, Vojtisek V. 1982. Production of phenylacetylcarbinol in various yeast species. Eur J Appl Microbiol Biotech 16:35-38.
13. Pohl M. 1997. Protein design on pyruvate decarboxylase (PDC) by site-directed mutagenesis. Adv Biochem Eng/Biotech 58:15-43.
14. Rosche B, Sandford V, Breuer M, Hauer B, Rogers P. 2001. Biotransformation of benzaldehyde into (R)-phenylacetylcarbinol by filamentous fungi or their extracts. Appl Microbiol Biotechnol 57:309-315.
15. Rosche B, Leksawasdi N, Sandford V, Breuer M, Hauer B, Rogers P. 2002a. Enzymatic (R)-phenylacetylcarbinol production in benzaldehyde emulsions. Appl Microbiol Biotechnol 60:94-100.
16. Rosche B, Sandford V, Breuer M, Hauer B, Rogers P. 2002b. Enhanced production of R-phenylacetylcarbinol (R-PAC) through enzymatic biotransformation. J Mol Cat B, Enzymatic 19-20:109-115.
17. Rosche B, Breuer M, Hauer B, Rogers P. 2003. Screening of yeast for enzymatic (R)-phenylacetylcarbinol production. Biotech Lett 25:841-845.