Chapter 5. Enzymatic Selectivity in Synthetic Methods

  1. John Whittall13 and
  2. Peter Sutton14
  1. Xue-Zhong Zhang1,
  2. Rui-Zhen Hou1,
  3. Li Xu1,
  4. Yi-Bing Huang1,
  5. Miguel Ferrero2,
  6. Susana Fernández2,
  7. Vicente Gotor2,
  8. Alan Taylor3,
  9. Tek Chand Bhalla4,
  10. Marloes A. Wijdeven5,
  11. Piotr Kiełbasiński5,
  12. Floris P. J. T. Rutjes5,
  13. Takeshi Sugai6,
  14. Aya Fujino7,
  15. Hitomi Yamaguchi8,
  16. Masaya Ikunaka9,
  17. Maja Majerić Elenkov10,
  18. Lixia Tang11,
  19. Bernhard Hauer12 and
  20. Dick B. Janssen11

Published Online: 15 DEC 2009

DOI: 10.1002/9780470748589.ch5

Practical Methods for Biocatalysis and Biotransformations

Practical Methods for Biocatalysis and Biotransformations

How to Cite

Zhang, X.-Z., Hou, R.-Z., Xu, L., Huang, Y.-B., Ferrero, M., Fernández, S., Gotor, V., Taylor, A., Bhalla, T. C., Wijdeven, M. A., Kiełbasiński, P., Rutjes, F. P. J. T., Sugai, T., Fujino, A., Yamaguchi, H., Ikunaka, M., Majerić Elenkov, M., Tang, L., Hauer, B. and Janssen, D. B. (2009) Enzymatic Selectivity in Synthetic Methods, in Practical Methods for Biocatalysis and Biotransformations (eds J. Whittall and P. Sutton), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/9780470748589.ch5

Editor Information

  1. 13

    Manchester Interdisciplinary Biocentre, University of Manchester, United Kingdom

  2. 14

    GlaxoSmithKline, Synthetic Chemistry, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, UK

Author Information

  1. 1

    Key Laboratory for Molecular Enzymology and Engineering of Ministry of Education, Jilin University, Changchun, 130021, PR China

  2. 2

    Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006-Oviedo (Asturias), Spain

  3. 3

    Centre for Material Science, University of Central Lancashire, Preston Lancashire, UK

  4. 4

    Department of Biotechnology, Himachal Pradesh University, Shimla 171005, India

  5. 5

    Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands

  6. 6

    Faculty of Pharmacy, Keio University, 1-5-30, Shibakoen, Minato-ku, Tokyo 105-8512, Japan

  7. 7

    Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan

  8. 8

    Research & Development Center, Nagase & Co., Ltd., 2-2-3, Murotani, Nishi-ku, Kobe 651-2241, Japan

  9. 9

    Fine Chemicals Department, Nagase & Co., Ltd., 5-1, Nihonbashi-Kobunacho, Chuo-ku, Tokyo 103-8355, Japan

  10. 10

    Laboratory for Stereoselective Catalysis and Biocatalysis, Ruđer Bošković Institute, Bijenička c. 54, 10002 Zagreb, Croatia

  11. 11

    Biochemical Laboratory, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands

  12. 12

    Institute of Technical Biochemistry, University of Stuttgart, Allmandring 31, 70569 Stuttgart, Germany

Publication History

  1. Published Online: 15 DEC 2009
  2. Published Print: 18 DEC 2009

ISBN Information

Print ISBN: 9780470519271

Online ISBN: 9780470748589

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Keywords:

  • enzymatic selectivity in synthetic methods;
  • alcalase-catalysed syntheses of hydrophilic di- and tri-peptides in organic solvents;
  • selective alkoxycarbonylation of 1α,25-dihydroxyvitamin D3 diol precursor;
  • high-yielding enzymatic protocol for regioselective alkoxycarbonylation of diol precursor;
  • lipase enzymes in polymer synthesis;
  • oxazolidine ester synthesis;
  • novel urethane polyester enzymatic synthesis;
  • enzyme-catalysed polyurethane solution polymerization using diphenyl ether;
  • bioconversion of 3-cyanopyridine into nicotinic acid;
  • enzyme-promoted desymmetrization of prochiral dinitriles

Summary

This chapter contains sections titled:

  • Alcalase-catalysed Syntheses of Hydrophilic Di- and Tri-peptides in Organic Solvents

  • Selective Alkoxycarbonylation of 1α,25-Dihydroxyvitamin D3 Diol Precursor with Candida antarctica Lipase B

  • The Use of Lipase Enzymes for the Synthesis of Polymers and Polymer Intermediates

  • Bioconversion of 3-Cyanopyridine into Nicotinic Acid with Gordona terrae NDB1165

  • Enzyme-promoted Desymmetrization of Prochiral Dinitriles

  • Epoxide Hydrolase-catalyzed Synthesis of (R)-3-Benzyloxy-2-methylpropane-1,2-diol

  • One-pot Biocatalytic Synthesis of Methyl (S)-4-Chloro-3-hydroxybutanoate and Methyl (S)-4-Cyano-3-hydroxybutanoate

  • References