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. 2006 Aug 14;341(11):1922-9.
doi: 10.1016/j.carres.2006.04.031. Epub 2006 May 15.

Synthesis of asparagine-linked bacillosamine

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Synthesis of asparagine-linked bacillosamine

Mohammed Nurul Amin et al. Carbohydr Res. .

Abstract

Various types of protein glycosylation have been identified from prokaryotes. Recent investigations have revealed the presence of N-linked glycoproteins in the pathogenic bacterium, Campylobacter jejuni. The structure of this glycan is unique, consisting of 5 GalNAc and 1 Glc, in addition to 2,4-diacetamido-2,4,6-trideoxy-d-glucopyranose (bacillosamine; Bac), which is N-glycosidically linked to the side chain of asparagine (Asn). We synthesized Bac from a 2-azido-2-deoxy-D-galactose derivative, which was further converted to the Asn-linked form.

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