Microbial reduction of 1-acetonapthone: A highly efficient process for multigram synthesis of S(-)-1-(1′-napthyl) ethanol

Enzyme and Microbial Technology

Volumn 33, Issue 5, 2003, Pages 576-580

  Roy, A ^a   Bhattacharyya, M S ^a   Ravi Kumar, L ^a   Chawla, H P S ^a   Banerjee, U C ^a  

^a NATIONAL INSTITUTE OF PHARMACEUTICAL EDUCATION AND RESEARCH NIPER   (India)

Author keywords

Acetonapthone; Microbial reduction; Multigram synthesis

Indexed keywords

CELLS; MICROBIOLOGY; MICROORGANISMS; PH EFFECTS; REDUCTION;

BIOREDUCTION;

AROMATIC HYDROCARBONS;

1 (1' NAPHTHYL)ETHANOL; 1 ACETONAPHTHONE; ADSORBENT; ALCOHOL DERIVATIVE; KETONE DERIVATIVE; RESIN; UNCLASSIFIED DRUG;

ADSORPTION; ARTICLE; CANDIDA PARAPSILOSIS; COMPARATIVE STUDY; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CULTURE MEDIUM; CYTOTOXICITY; GEOTRICHUM CANDIDUM; INCUBATION TIME; INHIBITION KINETICS; NONHUMAN; PH; REDUCTION; RHIZOPUS; RHIZOPUS ARRHIZUS; SYNTHESIS; TEMPERATURE; YARROWIA LIPOLYTICA;

CANDIDA; CANDIDA PARAPSILOSIS; GALACTOMYCES GEOTRICHUM; GEOTRICHUM; GEOTRICHUM CANDIDUM; RHIZOPUS; RHIZOPUS ARRHIZUS; RHIZOPUS ORYZAE; YARROWIA LIPOLYTICA;

EID: 0042882513     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0141-0229(03)00178-9     Document Type: Article

References (11)

1. Sheldon RA. Chirotechnology. New York: Marcel Decker; 1993. p. 271.
2. Davey C.L., Powell L.W., Turner N.J., Wells A. Regioselective reduction of substituted dinitroarenes using baker's yeast. Tetrahedron Lett. 35:1994;7867-7870.
3. Chapter 14. Stereoselective synthesis of chiral compounds using whole-cell biocatalysts. In: Patel RN, editor. Stereoselective biocatalysis. New York: Marcel Decker; 2000. p. 365.
4. Bucciarelli M, Forni A, Moretti I, Torre, G. Asymmetric reduction of trifluoromethyl and methyl ketones by yeast. Synthesis 1983;11:897-9.
5. Anderson B.A., Hansen M.M., Harkness A.R., Henry C.L., Vicenzi T.T., Zmijewski M.J. Application of a practical biocatalytic reduction to an enantioselective synthesis of 5H-2,3-benzodiazepine LY300164. J. Am. Chem. Soc. 117:1995;12358-12359.
6. Raymond R.L., Jamison V.W., Hudson J.O. Addition of anion exchange resin to the broth for product isolation. Appl. Microbial. 17:1969;512-515.
7. Salter G.J., Kell D.B. Solvent selection for whole cell biotransformations in organic media. Crit. Rev. Biotechnol. 15:1995;139-177.
8. Arrigo P.D., Fantoni P.G., Servi S., Strini A. The effect of absorbing resins on substrate concentration and enantiomeric excess in yeast reduction. Tetrahedron Asymmetry. 8:1997;2375-2379.
9. Roy A., Chawla H.P.S. Biocatalysis in organic solvents : a process for multigram synthesis of 1,4:3,6-dianhydro-D-Glucitol and its isomeric 5-acetate using immobilised lipase from Pseudomonas sp. Enzyme Microbiol. Technol. 29:2001;490-493.
10. Thiesen P.D., Heathcock C.H. Improved procedure for preparation of optically active 3-hydroxyglutarate monoesters and 3-hydroxy-5-oxoalkanoic acids. J. Org. Chem. 53:1988;2374-2378.
11. Roy A, Kumar LR, Chawla HPS, Banerjee UC. A novel microbial process for the preparation of S(-)-1-(1′-napthyl) ethanol from 1-acetonapthone. Indian patent application no. 803/Del/2002.