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Stereoselective Glycosylation of Glucosamine: The Role of the N-Protecting Group

Authors

  • Dr. Ramu Enugala,

    1. Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Campus de Caparica 2829-516 Caparica (Portugal), Fax: (+351) 21-294-8550
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  • Luísa C. R. Carvalho,

    1. Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Campus de Caparica 2829-516 Caparica (Portugal), Fax: (+351) 21-294-8550
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  • Marina J. Dias Pires,

    1. Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Campus de Caparica 2829-516 Caparica (Portugal), Fax: (+351) 21-294-8550
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  • Dr. M. Manuel B. Marques

    Corresponding author
    1. Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Campus de Caparica 2829-516 Caparica (Portugal), Fax: (+351) 21-294-8550
    • Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Campus de Caparica 2829-516 Caparica (Portugal), Fax: (+351) 21-294-8550

    Search for more papers by this author

Abstract

Oligosaccharides and glycoconjugates play an important role in biological processes. The use of these complex polymers as biocompatible materials for medicinal applications as well as therapeutic agents for the treatment of several diseases has attracted considerable interest. However, these investigations require large and pure amounts of glycostructures. Glucosamine is one of the major building blocks of these highly important glycoconjugates. Recently, considerable synthetic efforts have been devoted to improving stereoselective glycosylation. In this Focus review, the role of the amine protecting group in the outcome of the glucosamine glycosylation reaction is highlighted.

Abstract

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