%0 Journal Article
%T The Amadori rearrangement as glycoconjugation method: Synthesis of non-natural C-glycosyl type glycoconjugates
%A Katharina Gallas
%A Gerit Pototschnig
%A Florian Adanitsch
%A Arnold E. St¨¹tz
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.185
%X The Amadori rearrangement was investigated as a potential method for the conjugation of carbohydrate moieties to suitable amino components. Starting from selected aldoheptoses, which are readily available by means of the Kiliani¨CFischer C-elongation reaction of the corresponding aldohexoses, glycoconjugates presenting D-gluco, D-manno and D-galacto as well as GlcNAc motifs have been synthesised. Following this strategy, non-natural C-glycosyl type glycoconjugates, which can be utilised as building blocks for the composition of larger molecular constructions, are available by a very short synthetic approach.
%K Amadori rearrangement
%K C-glycosyl type glycoconjugates
%K carbohydrate elongation
%K non-natural carbohydrate conjugates
%U http://dx.doi.org/10.3762/bjoc.8.185