Chapter 7. Enzymatic Synthesis of Glycosides and Glucuronides

  1. John Whittall13,
  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,
  22. Oreste Ghisalba12

Published Online: 15 DEC 2009

DOI: 10.1002/9780470748589.ch7

Book Title

Practical Methods for Biocatalysis and Biotransformations

Practical Methods for Biocatalysis and Biotransformations

Additional Information

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

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