Enantioselective transesterification using lipase-displaying yeast whole-cell biocatalyst

Applied Microbiology and Biotechnology

Volumn 64, Issue 4, 2004, Pages 481-485

  Matsumoto, T ^a   Ito, M ^b   Fukuda, H ^a   Kondo, A ^a  

^a KOBE UNIVERSITY   (Japan)

^b DAICEL CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 PHENYLETHANOL; 1 PHENYLETHYLACETATE; ACETIC ACID DERIVATIVE; CYCLOHEXANE; HEPTANE; HEXANE; OCTANE; ORGANIC SOLVENT; SOLVENT; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG; VINYL ACETATE;

BIOTECHNOLOGY;

ARTICLE; BIOCATALYST; CELL SURFACE; CHEMICAL REACTION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; ENANTIOMER; ENANTIOSELECTIVITY; ENZYME ACTIVITY; INCUBATION TIME; MODEL; MOLECULE; NONHUMAN; OPTICS; REACTION ANALYSIS; RHIZOPUS ORYZAE; TRANSESTERIFICATION; YEAST; YEAST CELL;

BENZYL ALCOHOLS; BIOTRANSFORMATION; CLONING, MOLECULAR; CYCLOHEXANES; ESTERIFICATION; GENES, FUNGAL; HEPTANES; HEXANES; LIPASE; MEMBRANE PROTEINS; OCTANES; RECOMBINANT PROTEINS; RHIZOPUS; SACCHAROMYCES CEREVISIAE; STEREOISOMERISM; VINYL COMPOUNDS;

RHIZOPUS; RHIZOPUS ORYZAE;

EID: 1642358668     PISSN: 01757598     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00253-003-1486-1     Document Type: Article

References (17)

1. Adam W, Groer P, Humpf HU, Saha-Möller CR (2000) Synthesis of optically active α-methylene β-lactams through lipase-catalyzed kinetic resolution. J Org Chem 65:4919-4922
2. Akai S, Tsujino T, Fukuda N, Iio K, Takeda Y, Kawaguchi K, Naka T, Higuchi K, Kita Y (2001) Enantiodivergent synthesis of either enantiomer of ABCDE-ring analogue of antitumor antibiotic fredericamycin A via intramolecular [4+2] cycloaddition approach. Org Lett 3:4015-4018
3. Beer HD, Wohlfahrt G, Schmid RD, McCarthy JE (1996) The folding and activity of the extracellular lipase of Rhizopus oryzae are modulated by a prosequence. Biochem J 15351-359
4. Berglund P (2001) Controlling lipase enantioselectivity for organic synthesis. Biomol Eng 18:13-22
5. Cardenas F, de Castro MS, Sanchez-Montero JM, Sinisterra JV, Valmaseda M, Elson SW, Alvarez E (2001) Novel microbial lipases: catalytic activity in reactions in organic media. Enzyme Microb Technol 28:145-154
6. Hiol A, Jonzo MD, Rugani N, Druet D, Sarda L, Comeau LC (2000) Purification and characterization of an extracellular lipase from a thermophilic Rhizopus oryzae strain isolated from palm fruit. Enzyme Microb Technol 26:421-430
7. Kaieda M, Samukawa T, Matsumoto T, Ban K, Kondo A, Shimada Y, Noda H, Nomoto F, Ohtuka K, Izumoto E, Fukuda H (1999) Biodiesel fuel production from plant oil catalyzed by Rhizopus oryzae lipase in a water-containing system without an organic solvent. J Biosci Bioeng 88:627-631
8. Koeller KM, Wong CH (2001) Enzymes for chemical synthesis. Nature 409:232-240
9. Kyotani S, Fukuda H, Morikawa H, Yamane T (1988a) Interesterification of fats and oils by immobilized fungus at constant water concentration. J Ferment Technol 66:71-83
10. Kyotani S, Fukuda H, Nojima Y, Yamane T (1988b) Kinetic studies on the interesterification of fats and oils using dried cells of fungus. J Ferment Technol 66:567-575
11. Matsumoto T, Fukuda H, Ueda M, Tanaka A, Kondo A (2002) Construction of yeast strains with high cell surface lipase activity by using novel display systems based on the Flo1p flocculation functional domain. Appl Environ Microbiol 68:4517-4522
12. Murai T, Ueda M, Yamamura M, Atomi H, Shibasaki Y, Kamasawa N, Osumi M, Amachi T, Tanaka A (1997) Construction of a starch-utilizing yeast by cell surface engineering. Appl Environ Microbiol 63:1362-1366
13. Otsubo K (2000) Studies on the efficient syntheses of the drug metabolites. Yakugaku Zasshi 120:1135-1147
14. Salunkhe MM, Nair RV (2001) Novel route for the resolution of both enantiomers of dropropizine by using oxime esters and supported lipases of Pseudomonas cepacia. Enzyme Microb Technol 28:333-338
15. Schöfer SH, Kaftzik N, Wasserscheid P, Kragl U (2001) Enzyme catalysis in ionic liquids: lipase catalysed kinetic resolution of 1-phenylethanol with improved enantioselectivity. Chem Commun 425-426
16. Watari J, Takata Y, Ogawa M, Sahara H, Koshino S, Onnela ML, Airaksinen U, Jaatinen R, Penttila M, Keranen S (1994) Molecular cloning and analysis of the yeast flocculation gene FLO1. Yeast 10:211-225
17. Wong CH, Whitesides GM (1994) Enzymes in synthetic organic chemistry. Pergamon, Oxford