Chapter 7. Enzymatic Synthesis of Glycosides and Glucuronides

  1. John Whittall13 and
  2. Peter Sutton14
  1. Adrian Scaffidi1,
  2. Robert V. Stick1,
  3. Vladimír Křen2,
  4. Pavla Bojarová2,
  5. Wen-Ya Lu3,
  6. Guo-Qiang Lin3,
  7. Hui-Lei Yu3,
  8. Ai-Ming Tong3,
  9. Jian-He Xu3,
  10. Cosimo Chiriví4,
  11. Francesca Sagui4,
  12. Sergio Riva4,
  13. Olha Khymenets5,
  14. Pere Clapés6,
  15. Teodor Parella7,
  16. María-Isabel Covas8,
  17. Rafael de la Torre5,
  18. Jesús Joglar6,
  19. Matthias Kittelmann9,
  20. Lukas Oberer10,
  21. Reiner Aichholz11 and
  22. Oreste Ghisalba12

Published Online: 15 DEC 2009

DOI: 10.1002/9780470748589.ch7

Practical Methods for Biocatalysis and Biotransformations

Practical Methods for Biocatalysis and Biotransformations

How to Cite

Scaffidi, A., Stick, R. V., Křen, V., Bojarová, P., Lu, W.-Y., Lin, G.-Q., Yu, H.-L., Tong, A.-M., Xu, J.-H., Chiriví, C., Sagui, F., Riva, S., Khymenets, O., Clapés, P., Parella, T., Covas, M.-I., de la Torre, R., Joglar, J., Kittelmann, M., Oberer, L., Aichholz, R. and Ghisalba, O. (2009) Enzymatic Synthesis of Glycosides and Glucuronides, in Practical Methods for Biocatalysis and Biotransformations (eds J. Whittall and P. Sutton), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/9780470748589.ch7

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

    Chemistry M313, School of Biomedical, Biomolecular and Chemical Sciences, University of Western Australia, Crawley, WA 6009, Australia

  2. 2

    Institute of Microbiology, Center of Biocatalysis and Biotransformations, Academy of Sciences of the Czech Republic, Vídeňská 1083, CZ-142 20 Prague 4, Czech Republic

  3. 3

    Laboratory of Biocatalysis and Bioprocessing, State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, PR China

  4. 4

    Istituto di Chimica del Riconoscimento Molecolare, C.N.R., Via Mario Bianco 9, 20131 Milano, Italy

  5. 5

    Pharmacology Research Unit, Institut Municipal d'Investigacio´ Médica (IMIM), Barcelona, Spain

  6. 6

    Biotransformation and Bioactive Molecules Group, Instituto de Quimica Avanzada de Catalun˜a, Consejo Superior de Investigaciones Cientificas, Jordi Girona 18-26, 08034 Barcelona, Spain

  7. 7

    Servei de Ressonància Magnètica Nuclear, Universitat Autònoma de Barcelona, 08193 Bellaterra, Barcelona, Spain

  8. 8

    Research Unit on Lipids and Cardiovascular Epidemiology, Institut Municipal d'Investigacio´ Médica (IMIM). Universitat Pompeu Fabra (CEXS-UPF), Barcelona, Spain

  9. 9

    GDC/PSB/Bioreactions, Novartis Institutes of Biomedical Research (NIBR), Novartis Pharma AG, CH-4002 Basel, Switzerland

  10. 10

    Analytical and Imaging Sciences, Novartis Institutes of Biomedical Research, Novartis Pharma AG, CH-4002 Basel, Switzerland

  11. 11

    Metabolism and Pharmacokinetics, NIBR, Novartis Pharma AG, CH-4002 Basel, Switzerland

  12. 12

    Ghisalba Life Sciences GmbH, Habshagstrasse 8c, CH-4153 Reinach, Switzerland

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 synthesis of glycosides and glucuronides;
  • glycosynthase-assisted oligosaccharide synthesis;
  • glycosynthase-assisted synthesis of glycosylated scyllo-inositols;
  • glycosyl azides - novel substrates for enzymatic transglycosylations;
  • facile synthesis of alkyl β-D-glucopyranosides;
  • fruit seed meal preparation;
  • fruit seed meal-catalyzed glucosylation;
  • laccase-mediated oxidation of natural glycosides;
  • synthesis of HOTYR glucuronides using liver cell microsomal fractions;
  • biocatalysed synthesis of monoglucuronides

Summary

This chapter contains sections titled:

  • Glycosynthase-assisted Oligosaccharide Synthesis

  • Glycosyl Azides: Novel Substrates for Enzymatic Transglycosylations

  • Facile Synthesis of Alkyl β-D-Glucopyranosides from D-Glucose and the Corresponding Alcohols Using Fruit Seed Meals

  • Laccase-mediated Oxidation of Natural Glycosides

  • Biocatalysed Synthesis of Monoglucuronides of Hydroxytyrosol, Tyrosol, Homovanillic Alcohol and 3-(4′-Hydroxyphenyl)propanol Using Liver Cell Microsomal Fractions

  • Synthesis of the Acyl Glucuronide of Mycophenolic Acid

  • References