Production of L-Phenylacetylcarbinol by fermentation

Journal of Fermentation and Bioengineering

Volumn 84, Issue 6, 1997, Pages 487-492

  Tripathi, Chandrakant M ^a   Agarwal, Suresh C ^a   Basu, Samar K ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

Benzaldehyde; Biotransformation

Indexed keywords

ALCOHOLS; ALDEHYDES; BIOCONVERSION; CELL CULTURE; CELL IMMOBILIZATION; COMPOSITION EFFECTS; ENZYMES; YEAST;

BENZALDEHYDE; BIOTRANSFORMATION; PHENYLACETYLCARBINOL; PYRUVATE DECARBOXYLASE;

FERMENTATION;

EID: 0031338717     PISSN: 0922338X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0922-338X(97)81900-9     Document Type: Review

References (39)

1. Long, A. and Ward, O. P.: Biotransformation of benzaldehyde by Saccharomyces cerevisiae: characterization of the fermentation and toxicity effects of substrates and products. Biotechnol. Bioeng., 34, 933-941 (1989).
2. Shin, H. S. and Rogers, P. L.: Biotransformation of benzaldehyde to L-phenylacetyl carbinol, an intermediate in i-ephedrine production by immobilized Candida utilis. Appl. Microbiol. Biotechnol., 44, 7-14 (1995).
3. Astrup, A., Buemann, B., Christensen, N.J., Toubro, S., Thoebek, G., Victor, O. J., and Quaade, F.: The effect of epehedrine/caffein mixture on energy expenditure and body composition in obese women. Metabolism., 41, 686-688 (1992).
4. Neuberg, C. and Weide, E: Phytochemische reduktionen. III. Biochem. Z., 62, 477-481 (1914).
5. Neuberg, C. and Libermann, L.: Zur kenntnis der carboligase. Biochem. Z., 121, 311-315 (1921).
6. Neuberg, C. and Ohle, H.: Cited from Becvarova and Hank, 1963 (ref no. 17). Biochem. Z., 127, 327-331 (1922).
7. Neuberg, C. and Ohle, H.: Zur kenntnis der carboligase. IV. Biochem. Z., 128, 610-615 (1992).
8. Neuberg, C. and Hirsch, J.: Über ein Kohlenstoff Ketten knapjendes Ferment (Carboligase). Biochem. Z., 115, 282-284 (1921).
9. Singer, T. P. and Pensky, J.: Acetoin synthesis by highly purified a-carboxylase. Arch. Biochem. Biophys., 31, 457-459 (1951).
10. Smith, P. F. and Hendlin, D.: Mechanism of phenylacetylcarbinol synthesis by yeast. J. Bacteriol., 65, 440-445 (1953).
11. Hanc, O. and Kakac, B.: Hafe-carboxylase und die Bildung von phenylacetylcarbinol. Naturwissenschaften, 43, 498-504 (1956).
12. Hanc, O.: O mechanismu vzniku phenylacetylkarbinolu kvasnon cestou. Kand. Disert. Prace, Praha (1960).
13. Krampilz, L. O.: An active acetaldehyde-thiamine intermediate. Fed. Proc., 18 (Pt.I.), 266-271 (1959).
14. Krampitz, L. O., Suzuki, I., and Greuil, G.: Mechanism of action of thiamine diphosphate. Vth International Congress of Biochemistry; Symposium IV/4, Reprint No. 144, Moscow (1961).
15. Shin, H. S. and Rogers, P. L.: Production of L-phenylacetylcarbinol (i-PAC) from benzaldehyde using partially purified pyruvate decarboxylase (PDC). Biotechnol. Bioeng., 49, 52-62 (1996).
16. Mochizuki, N., Hiramatsu, S., Sugal, T., Ohta, H., Monta, H., and Itokawa, H.: Improved conditions for the production and characterization of l-arylpropane-l,2-diols and related compounds. Biosci. Biotech. Biochem., 9, 2282-2291 (1995).
17. Becvarova, H. and Hanc, O.: Production of phenylacetylcarbinol by various yeast species. Fol. Microbiol., 8, 42-47 (1963).
18. Gupta, K. G., Singh, J., Sahni, G., and Dhawan, S.: Production of phenylacetylcarbinol by yeasts. Biotechnol. Bioeng., 21, 1085-1089 (1979).
19. Netrval, J. and Vojtisek, V.: Production of phenylacetylcarbinol in various yeast species. Eur. J. Appl. Microbiol. Biotechnol., 16, 35-38 (1982).
20. Agarwal, S. C., Basu, S. K., Vora, V. C., Mason, J.R., and Pirt, S. J.: Studies on the production of L-acetylphenylcarbinol by yeast employing benzaldehyde as precursor. Biotechnol. Bioeng., 29, 783-785 (1987).
21. Bringer-Meyer, S. and Sahm, H.: Acetoin and phenylacetylcarbinol formation by the pyruvate decarboxylase of Zymomonas mobilis and Saccharomyces carlsbergensis. Biocatalysis, 1, 321331 (1988).
22. Mahmoud, W. M., El-Sayed, A. H. M.M., and Coughlin, R. W.: Production of L-phenylacetylcarbinol by immobilized yeast cells: 1-batch fermentation. Biotechnol. Bioeng., 36, 4754 (1990).
23. Mahmoud, W. M., El-Sayed, A. H. M.M., and Coughlin, R. W.: Production of L-phenylacetylcarbinol by immobilized yeast cells. II-semicontinuous fermentation. Biotechnol. Bioeng., 36, 55-63 (1990).
24. Mahmoud, W. M., El-Sayed, A. H. M. M.. and Coughlin, R. W.: Effect of ,3-cyclodextrin on production of L-phenylacetylcarbinol by immobilized cells of Saccharomyces cerevisiae. Biotechnol. Bioeng., 36, 256-262 (1990).
25. Long, A. and Ward, O. P.: Biotransformation of aromatic aldehydes by Saccharomyces cerevisiae: investigations on reaction rate. J. Indust. Microbiol., 4, 49-53 (1989).
26. Nikolova, P. and Ward, O. P.: Production of L-phenylacetylcarbinol by biotransformation and activities of the key enzymes in wild types and ADH-isoenzyme mutants of Saccharomyces cerevisiae. Biotechnol. Bioeng., 38, 493-498 (1991).
27. Nikolova, P. and Ward, O. P.: Reductive biotransformation of wild type and mutant strains of Saccharomyces cerevisiae in aqueous-organic solvent. Biotechnol. Bioeng., 39, 870-876 (1992).
28. Vojtisek, V. and Netraval, J.: Effect of pyruvate decarboxylase activity and pyruvate concentration on production of 1-hydroxy1-phenylpropane in Saccharomyces carlsbergensis. Foli. Microbiol., 27, 173-177 (1982).
29. Becvarova, H., Hanc, O., and Macek, K.: Course of transformation of benzaldehyde by Saccharomyces cerevisiae. Fol. Microbiol., 8, 165-169 (1963).
30. Groger, D., Schmauder, H.P., and Mothes, K.: Cited from Becvarova et al., 1963 (réf. no.29). Z. Allg. Mikrobiol., 6, 275 (1966).
31. Young, C. S. and Ward, O.P.: Studies on the reductive biotransformation of selected carbonyl compounds by whole cells and extracts of baker's yeast, Saccharomyces cerevisiae. Biotechnol. Bioeng., 38, 1280-1284 (1991).
32. Ward, O. P. and Young, C. S.: Reductive biotransformation of organic compounds by cells or enzymes of yeast. Enzyme Microb. Technol., 12, 482-493 (1990).
33. Long, A., James, P., and Ward, O. P.: Aromatic aldehydes as substrates for yeast and yeast alcohol dehydrogenase. Biotechnol. Bioeng., 33, 657-660 (1989).
34. Tripathi, C.K.M., Basu, S. K., Vora, V. C., Mason, J.R., and Pirt, S. J.: Continuous cultivation of a yeast strain for biotransformation of L-acetylphenylcarbinol (L-PAC) from benzaldehyde. Biotechnol. Lett., 10, 635-636 (1988).
35. Agarwal, S. C. and Basu, S. K.: Biotransformation of benzaldehyde to L-acetyl phenylcarbinol by fed batch culture system. J. Microb. Biotechnol., 4, 84-86 (1989).
36. Bar, R.: Cyclodextrin-aided microbial transformation of aromatic aldehydes by Saccharomyces cerevisiae. Appl. Microbiol. Biotechnol., 31, 25-28 (1989).
37. Tripathi, C. K.M., Basu, S. K., Vora, V. C., Mason, J. R., and Pirt, S. J.: Biotransformation of benzaldehyde to L-acetylphenylcarbinol (i-PAC) by immobilized yeast cells. Res. & Ind., 36, 159-160 (1991).
38. Nikolova, P. and Ward, O. P.: Effect of support matrix on ratio of product to by product formation in L-phenylacetylcarbinol synthesis. Biotechnol. Lett., 16, 7-10 (1994).
39. Shin, H. S. and Rogers, P. L.: Kinetic evaluation of biotransformation of benzaldehyde to L-phenylacetylcarbinol by immobilized Pyruvate Decarboxylase from Candida utilis. Biotechnol. Bioeng., 49, 429-436 (1996).