Rapid and efficient synthesis of α(1–2)mannobiosides

Author:

Reina José J.12345,Di Maio Antonio12345,Ramos-Soriano Javier12345,Figueiredo Rute C.678910,Rojo Javier12345

Affiliation:

1. Glycosystems Laboratory

2. Instituto de Investigaciones Químicas (IIQ)

3. CSIC – Universidad de Sevilla

4. Sevilla

5. Spain

6. Departamento de Química

7. Instituto de Ciencias Exactas e Biológicas

8. Universidade Federal de Ouro Preto

9. Ouro Preto

10. Brazil

Abstract

A very rapid, versatile and high yield synthesis of Manα1,2Man derivatives using a common orthogonal benzoyl/acetyl protection strategy compatible with the presence of azido groups and the use of CuAAC for conjugating the α(1–2)mannobiosides to different scaffolds, reducing the cost and time of the synthesis and improving the overall yield.

Funder

Consejo Superior de Investigaciones Científicas

Ministerio de Economía y Competitividad

European Commission Directorate-General for Research and Innovation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference31 articles.

1. Essentials in Glycobiology, ed. A. Varki, T. Cummings, J. Esko, H. Freeze, G. Hart and J. Marth, Cold Spring Harbor Laboratory Press, Plainview, 1999

2. V. Wittman , in Glycoscience, ed. B. Fraser-Reid, K. Tatsuta and J. Thiem, Springer-Verlag, Berlin, Germany, 2008, p. 135

3. C-type lectin receptors on dendritic cells and langerhans cells

4. Role of the Mannose‐Binding Lectin in Innate Immunity

5. Specificity of DC-SIGN for mannose- and fucose-containing glycans

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