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Synthesis 2009(15): 2584-2590  
DOI: 10.1055/s-0029-1217401
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© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of a Trisaccharide and a Tetrasaccharide from the Cell-Wall Lipopolysaccharides of Azospirillum brasilense S17

Shashi Pandeya, Samir Ghoshb, Anup Kumar Misra*b
a Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow 226001, India
b Division of Molecular Medicine, Bose Institute, A.J.C. Bose Centenary Campus, P-1/12, C.I.T. Scheme VII-M, Kolkata 700054, India
Fax: +91(33)23553886; e-Mail: akmisra69@rediffmail.com;
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Publication History

Received 11 March 2009
Publication Date:
22 June 2009 (online)

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Abstract

A trisaccharide containing a d-mannosamine moiety and a tetrasaccharide containing an l-rhamnan chain that are found in the cell walls of Azospirillum brasilense S17 were synthesized concisely and in excellent yields. The key features of the synthetic strategy were stereoselective glycosylations and a minimum number of protecting-group manipulations.

Key words

oligosaccharides - glycosylations - d-mannosamine - Azospirillum brasilense - rhizobacteria