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1
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0036669389
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Towards novel processes for the fine-chemical and pharmaceutical industries
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Huisman G., Gray D. Towards novel processes for the fine-chemical and pharmaceutical industries. Curr Opin Biotechnol. 13:2002;352-358.
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(2002)
Curr Opin Biotechnol
, vol.13
, pp. 352-358
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Huisman, G.1
Gray, D.2
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2
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0035713259
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Biocatalytic synthesis of intermediates for the synthesis of chiral drug substances
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Patel R.N. Biocatalytic synthesis of intermediates for the synthesis of chiral drug substances. Curr Opin Biotechnol. 12:2001;587-604.
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(2001)
Curr Opin Biotechnol
, vol.12
, pp. 587-604
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Patel, R.N.1
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3
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57249106473
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Racemisation in asymmetric synthesis. Dynamic kinetic resolution and related processes in enzyme and metal catalysis
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Huerta F.F., Minidis A.B.E., Bäckvall J.-E. Racemisation in asymmetric synthesis. Dynamic kinetic resolution and related processes in enzyme and metal catalysis. Chem Soc Rev. 30:2001;321-331.
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(2001)
Chem Soc Rev
, vol.30
, pp. 321-331
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Huerta, F.F.1
Minidis, A.B.E.2
Bäckvall, J.-E.3
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4
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0036898158
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Dynamic kinetic resolutions and asymmetric transformations by enzymes coupled with metal catalysis
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Kim M.-J., Ahn Y., Park J. Dynamic kinetic resolutions and asymmetric transformations by enzymes coupled with metal catalysis. Curr Opin Biotechnol. 13:2002;578-587.
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(2002)
Curr Opin Biotechnol
, vol.13
, pp. 578-587
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Kim, M.-J.1
Ahn, Y.2
Park, J.3
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5
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0037007916
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Aminocyclopentadienyl ruthenium chloride: Catalytic racemization and dynamic kinetic resolution of alcohols at ambient temperature
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Describes a new ruthenium-based catalyst for racemisation of chiral secondary alcohols. This catalyst permits the use of vinyl acetate as an acyl donor in the lipase-catalysed step.
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Choi J.H., Kim Y.H., Nam S.H., Shin S.T., Kim M.-J., Park J. Aminocyclopentadienyl ruthenium chloride: catalytic racemization and dynamic kinetic resolution of alcohols at ambient temperature. Angew Chem Int Ed Engl. 41:2002;2373-2376 Describes a new ruthenium-based catalyst for racemisation of chiral secondary alcohols. This catalyst permits the use of vinyl acetate as an acyl donor in the lipase-catalysed step.
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(2002)
Angew Chem Int Ed Engl
, vol.41
, pp. 2373-2376
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Choi, J.H.1
Kim, Y.H.2
Nam, S.H.3
Shin, S.T.4
Kim, M.-J.5
Park, J.6
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6
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0037184775
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Asymmetric transformations of acyloxyphenyl ketones by enzyme-metal multicatalysis
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Kim M.J., Choi M.Y., Han M.Y., Choi Y.K., Lee J.K., Park J. Asymmetric transformations of acyloxyphenyl ketones by enzyme-metal multicatalysis. J Org Chem. 67:2002;9481-9483.
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(2002)
J Org Chem
, vol.67
, pp. 9481-9483
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Kim, M.J.1
Choi, M.Y.2
Han, M.Y.3
Choi, Y.K.4
Lee, J.K.5
Park, J.6
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7
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0033001550
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Dynamic kinetic resolution of secondary diols via coupled ruthenium and enzyme catalysis
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Persson B.A., Huerta F.F., Bäckvall J.-E. Dynamic kinetic resolution of secondary diols via coupled ruthenium and enzyme catalysis. J Org Chem. 64:1999;5237.
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(1999)
J Org Chem
, vol.64
, pp. 5237
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Persson, B.A.1
Huerta, F.F.2
Bäckvall, J.-E.3
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8
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0345382569
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On the mechanism of the unexpected facile formation of meso-diacetate products in the enzymatic acylation of alkanediols
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A thorough and meticulous study that sheds light on the mechanism of lipase-catalysed acylation of diols.
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Edin M., Bäckvall J.-E. On the mechanism of the unexpected facile formation of meso-diacetate products in the enzymatic acylation of alkanediols. J Org Chem. 68:2003;2216-2222 A thorough and meticulous study that sheds light on the mechanism of lipase-catalysed acylation of diols.
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(2003)
J Org Chem
, vol.68
, pp. 2216-2222
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Edin, M.1
Bäckvall, J.-E.2
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9
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0035802951
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Non-sequential processes for the transformation of a racemate into a single stereoisomeric product: Proposal for stereochemical classification
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Faber K. Non-sequential processes for the transformation of a racemate into a single stereoisomeric product: proposal for stereochemical classification. Chem Eur J. 7:2001;5005-5010.
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(2001)
Chem Eur J
, vol.7
, pp. 5005-5010
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Faber, K.1
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10
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0035931377
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One-pot chemo-enzymatic enantiomerization of racemates
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Soda K., Oikawa T., Yokoigawa K. One-pot chemo-enzymatic enantiomerization of racemates. J Mol Cat B Enzym. 11:2001;149-153.
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(2001)
J Mol Cat B Enzym
, vol.11
, pp. 149-153
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Soda, K.1
Oikawa, T.2
Yokoigawa, K.3
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11
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0035810286
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Chemo-enzymatic D-enantiomerization of DL-lactate
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Oikawa T., Mukoyama S., Soda K. Chemo-enzymatic D-enantiomerization of DL-lactate. Biotechnol Bioeng. 73:2001;80-82.
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(2001)
Biotechnol Bioeng
, vol.73
, pp. 80-82
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Oikawa, T.1
Mukoyama, S.2
Soda, K.3
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12
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0037034136
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Deracemisation and stereoinversion of α-amino acids using D-amino acid oxidase and hydride reducing agents
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Beard T., Turner N.J. Deracemisation and stereoinversion of α-amino acids using D-amino acid oxidase and hydride reducing agents. Chem Commun. 3:2002;246-247.
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(2002)
Chem Commun
, vol.3
, pp. 246-247
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Beard, T.1
Turner, N.J.2
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13
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0037148008
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Amine-boranes: Effective reducing agents for the deracemisation of DL-α-amino acids using L-amino acid oxidase from Proteus myxofaciens
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Alexandre F.-R., Pantaleone D.P., Taylor P.P., Fotheringham I.G., Ager D.J., Turner N.J. Amine-boranes: effective reducing agents for the deracemisation of DL-α-amino acids using L-amino acid oxidase from Proteus myxofaciens. Tetrahedron Lett. 43:2002;707-711.
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(2002)
Tetrahedron Lett
, vol.43
, pp. 707-711
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Alexandre, F.-R.1
Pantaleone, D.P.2
Taylor, P.P.3
Fotheringham, I.G.4
Ager, D.J.5
Turner, N.J.6
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14
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0035920731
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One-pot deracemisation of an enol acetate derived from a prochiral cyclohexanone
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This paper describes an efficient method for the preparation of optically pure enol esters in high yield. By reconversion of the product ketone back to the racemic enol ester, an overall deracemisation process is achieved.
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Allan G.R., Carnell A.J., Kroutil W. One-pot deracemisation of an enol acetate derived from a prochiral cyclohexanone. Tetrahedron Lett. 42:2001;5959-5962 This paper describes an efficient method for the preparation of optically pure enol esters in high yield. By reconversion of the product ketone back to the racemic enol ester, an overall deracemisation process is achieved.
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(2001)
Tetrahedron Lett
, vol.42
, pp. 5959-5962
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Allan, G.R.1
Carnell, A.J.2
Kroutil, W.3
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15
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0037021012
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Enantioselective stereo-inversion in the kinetic resolution of rac-sec-alkyl sulfate esters by hydrolysis with an alkylsulfatase from Rhodococcus ruber DSM 44541 furnishes homochiral products
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An interesting new reaction that with further development could provide a useful method for the synthesis of enantiomerically pure secondary alcohols in high yield.
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Pogorevc M., Kroutil W., Walner S.R., Faber K. Enantioselective stereo-inversion in the kinetic resolution of rac-sec-alkyl sulfate esters by hydrolysis with an alkylsulfatase from Rhodococcus ruber DSM 44541 furnishes homochiral products. Angew Chem Int Ed Engl. 41:2002;4052-4054 An interesting new reaction that with further development could provide a useful method for the synthesis of enantiomerically pure secondary alcohols in high yield.
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(2002)
Angew Chem Int Ed Engl
, vol.41
, pp. 4052-4054
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Pogorevc, M.1
Kroutil, W.2
Walner, S.R.3
Faber, K.4
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16
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0036903280
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Methods to increase enantioselectivity of lipases and esterases
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Bornscheuer U.T. Methods to increase enantioselectivity of lipases and esterases. Curr Opin Biotechnol. 13:2002;543-547.
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(2002)
Curr Opin Biotechnol
, vol.13
, pp. 543-547
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Bornscheuer, U.T.1
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17
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0037449683
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Biocatalytic oxidative kinetic resolution of sec-alcohols: Stereocontrol through substrate modification
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Stampfer W., Kosjek B., Faber K., Kroutil W. Biocatalytic oxidative kinetic resolution of sec-alcohols: stereocontrol through substrate modification. Tetrahedron Asymmetry. 14:2003;275-280.
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(2003)
Tetrahedron Asymmetry
, vol.14
, pp. 275-280
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Stampfer, W.1
Kosjek, B.2
Faber, K.3
Kroutil, W.4
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18
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0034794047
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Creation of an enantioselective hydrolase by engineered substrate assisted catalysis
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Interesting proof-of-principle study that exploits the complementarity of enzyme-substrate complexes in a rational engineering manner.
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Magnusson A., Holmquist M. Creation of an enantioselective hydrolase by engineered substrate assisted catalysis. J Am Chem Soc. 123:2001;4354-4355 Interesting proof-of-principle study that exploits the complementarity of enzyme-substrate complexes in a rational engineering manner.
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(2001)
J Am Chem Soc
, vol.123
, pp. 4354-4355
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Magnusson, A.1
Holmquist, M.2
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20
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0035819970
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Enzyme catalysis in ionic liquids: Lipase catalysed kinetic resolution of 1-phenylethanol with improved enantioselectivity
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Schofer S.H., Karftzik N., Wasserscheid P., Kragl U. Enzyme catalysis in ionic liquids: lipase catalysed kinetic resolution of 1-phenylethanol with improved enantioselectivity. Chem Commun. 4:2001;425-426.
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(2001)
Chem Commun
, vol.4
, pp. 425-426
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Schofer, S.H.1
Karftzik, N.2
Wasserscheid, P.3
Kragl, U.4
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21
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0037144645
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Ionic-liquid coated enzyme for biocatalysis in organic solvent
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Lee J.K., Kim M.-J. Ionic-liquid coated enzyme for biocatalysis in organic solvent. J Org Chem. 67:2002;6845-6847.
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(2002)
J Org Chem
, vol.67
, pp. 6845-6847
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Lee, J.K.1
Kim, M.-J.2
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22
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0035958487
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Tuning lipase enantioselectivity in organic media using solid-state buffers
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Quiros M., Parker M.-C., Turner N.J. Tuning lipase enantioselectivity in organic media using solid-state buffers. J Org Chem. 66:2001;5074-5079.
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(2001)
J Org Chem
, vol.66
, pp. 5074-5079
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Quiros, M.1
Parker, M.-C.2
Turner, N.J.3
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23
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0037018905
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Effects of solvent, water activity and temperature on lipase and hydroxynitrile lyase enantioselectivity
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Persson M., Costes D., Wehtje E., Adlercreutz P. Effects of solvent, water activity and temperature on lipase and hydroxynitrile lyase enantioselectivity. Enzym Microb Technol. 30:2002;916-923.
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(2002)
Enzym Microb Technol
, vol.30
, pp. 916-923
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Persson, M.1
Costes, D.2
Wehtje, E.3
Adlercreutz, P.4
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24
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0036644256
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Influence of the enzyme derivative preparation and substrate structure on the enantioselectivity of penicillin G acylase
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Rochietti S., Urrutia A.S.V., Pregnolato M., Tagliani A., Guisan J.M., Fernandez-Lafuente R., Terreni M. Influence of the enzyme derivative preparation and substrate structure on the enantioselectivity of penicillin G acylase. Enzym Microb Technol. 31:2002;88-93.
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(2002)
Enzym Microb Technol
, vol.31
, pp. 88-93
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Rochietti, S.1
Urrutia, A.S.V.2
Pregnolato, M.3
Tagliani, A.4
Guisan, J.M.5
Fernandez-Lafuente, R.6
Terreni, M.7
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25
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0037025268
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Modulation of the enantioselectivity of Candida antarctica B lipase via conformational engineering: Kinetic resolution of (+/-)-α-hydroxy-phenylacetic acid derivatives
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Palomo J.M., Fernandez-Lorente G., Mateo C., Fuentes M., Fernandez-Lafuente R., Guisan J.M. Modulation of the enantioselectivity of Candida antarctica B lipase via conformational engineering: kinetic resolution of (+/-)-α-hydroxy-phenylacetic acid derivatives. Tetrahedron Asymmetry. 13:2002;1337-1345.
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(2002)
Tetrahedron Asymmetry
, vol.13
, pp. 1337-1345
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Palomo, J.M.1
Fernandez-Lorente, G.2
Mateo, C.3
Fuentes, M.4
Fernandez-Lafuente, R.5
Guisan, J.M.6
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26
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0037458785
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Fairly marked enantioselectivity for the hydrolysis of amino acid esters by chemically modified enzymes
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Yano Y., Shimada K., Okai J., Goto K., Matsumoto Y., Ueoka R. Fairly marked enantioselectivity for the hydrolysis of amino acid esters by chemically modified enzymes. J Org Chem. 68:2003;1314-1318.
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(2003)
J Org Chem
, vol.68
, pp. 1314-1318
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Yano, Y.1
Shimada, K.2
Okai, J.3
Goto, K.4
Matsumoto, Y.5
Ueoka, R.6
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27
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0037090667
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New methods for the high-throughput screening of enantioselective catalysts and biocatalysts
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Reetz M.T. New methods for the high-throughput screening of enantioselective catalysts and biocatalysts. Angew Chem Int Ed Engl. 41:2002;1335-1338.
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(2002)
Angew Chem Int Ed Engl
, vol.41
, pp. 1335-1338
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Reetz, M.T.1
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28
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0035930698
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Zha D, Wilensek S, Hermes M, Jaeger K-E, Reetz MT: Complete reversal of enantioselectivity of an enzyme-catalysed reaction by directed evolution. Chem Commun 2001: 2664-2665
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Zha D, Wilensek S, Hermes M, Jaeger K-E, Reetz MT: Complete reversal of enantioselectivity of an enzyme-catalysed reaction by directed evolution. Chem Commun 2001: 2664-2665.
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29
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0037008967
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Deracemisation of α-methylbenzylamine using an enzyme obtained by in vitro evolution
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An example of using directed evolution in a strategic manner to enable a new reaction to be developed. The wild-type amine oxidase was ineffective for deracemisation of α-methylbenzyl amine, whereas the best variant identified through one round of screening is significantly better although not perfectly optimised. Notably, a highly enantioselective enzyme was identified without using an enantioselective screen.
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Alexeeva M., Enright A., Dawson M.J., Mahmoudian M., Turner N.J. Deracemisation of α-methylbenzylamine using an enzyme obtained by in vitro evolution. Angew Chem Int Ed Engl. 41:2002;3309-3312 An example of using directed evolution in a strategic manner to enable a new reaction to be developed. The wild-type amine oxidase was ineffective for deracemisation of α-methylbenzyl amine, whereas the best variant identified through one round of screening is significantly better although not perfectly optimised. Notably, a highly enantioselective enzyme was identified without using an enantioselective screen.
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(2002)
Angew Chem Int Ed Engl
, vol.41
, pp. 3309-3312
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Alexeeva, M.1
Enright, A.2
Dawson, M.J.3
Mahmoudian, M.4
Turner, N.J.5
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30
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0037036726
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An enzyme library approach to biocatalysis: Development of nitrilases for enantioselective production of carboxylic acid derivatives
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Previous attempts to use nitrilase enzymes to effect the asymmetric hydrolysis of 3-hydroxyglutaronitrile yielded (S)-configured acids of low optical purity. This paper demonstrates the power of screening genomic libraries to obtain novel enzymes with different selectivity.
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DeSantis G., Zhu Z., Greenberg W.A., Wong K., Chaplin J., Hanson S.R., Farwell B., Nicholson L.W., Rand C.L., Weiner D.P.et al. An enzyme library approach to biocatalysis: development of nitrilases for enantioselective production of carboxylic acid derivatives. J Am Chem Soc. 124:2002;9024-9025 Previous attempts to use nitrilase enzymes to effect the asymmetric hydrolysis of 3-hydroxyglutaronitrile yielded (S)-configured acids of low optical purity. This paper demonstrates the power of screening genomic libraries to obtain novel enzymes with different selectivity.
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(2002)
J Am Chem Soc
, vol.124
, pp. 9024-9025
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DeSantis, G.1
Zhu, Z.2
Greenberg, W.A.3
Wong, K.4
Chaplin, J.5
Hanson, S.R.6
Farwell, B.7
Nicholson, L.W.8
Rand, C.L.9
Weiner, D.P.10
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