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Scalable Syntheses of Both Enantiomers of DNJNAc and DGJNAc from Glucuronolactone: The Effect of N-Alkylation on Hexosaminidase Inhibition

  1. Andreas F. G. Glawar1,2,†,
  2. Dr. Daniel Best2,†,
  3. Benjamin J. Ayers2,
  4. Saori Miyauchi3,
  5. Shinpei Nakagawa3,
  6. Matilde Aguilar-Moncayo4,
  7. Prof. José M. García Fernández5,
  8. Prof. Carmen Ortiz Mellet4,
  9. Dr. Elizabeth V. Crabtree1,2,
  10. Dr. Terry D. Butters1,
  11. Dr. Francis X. Wilson6,
  12. Prof. Atsushi Kato3,
  13. Prof. George W. J. Fleet1,2,*

Article first published online: 26 JUN 2012

DOI: 10.1002/chem.201200110

Issue

Chemistry - A European Journal

Chemistry - A European Journal

Volume 18, Issue 30, pages 9341–9359, July 23, 2012

Additional Information

How to Cite

Glawar, A. F. G., Best, D., Ayers, B. J., Miyauchi, S., Nakagawa, S., Aguilar-Moncayo, M., García Fernández, J. M., Ortiz Mellet, C., Crabtree, E. V., Butters, T. D., Wilson, F. X., Kato, A. and Fleet, G. W. J. (2012), Scalable Syntheses of Both Enantiomers of DNJNAc and DGJNAc from Glucuronolactone: The Effect of N-Alkylation on Hexosaminidase Inhibition. Chem. Eur. J., 18: 9341–9359. doi: 10.1002/chem.201200110

Author Information

  1. 1

    Oxford Glycobiology Institute, University of Oxford, South Parks Road, Oxford, OX1 3QU (UK), Fax: (+44) 1865 285002

  2. 2

    Chemistry Research Laboratory, Department of Chemistry, University of Oxford Mansfield Road, Oxford, OX1 3TA (UK)

  3. 3

    Department of Hospital Pharmacy, University of Toyama, 2630 Sugitani, Toyama 930-0194 (Japan)

  4. 4

    Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Profesor García González 1, 41012 Sevilla (Spain)

  5. 5

    Instituto de Investigaciones Químicas, CSIC-Universidad de Sevilla, Américo Vespucio 49, Isla de la Cartuja, 41092 Sevilla (Spain)

  6. 6

    Summit PLC, 91, Milton Park, Abingdon, Oxon OX14 4RY (UK)

  1. †

    These authors contributed equally to this work.

*Oxford Glycobiology Institute, University of Oxford, South Parks Road, Oxford, OX1 3QU (UK), Fax: (+44) 1865 285002

  1. †

    These authors contributed equally to this work.

Publication History

  1. Issue published online: 16 JUL 2012
  2. Article first published online: 26 JUN 2012
  3. Manuscript Received: 11 JAN 2012

Funded by

  • Grant-in-Aid for Scientific Research. Grant Number: 23590127
  • Spanish Ministerio de Ciencia e Innovación. Grant Number: SAF2010-15670
  • Fundación Ramón Areces
  • CRUK

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