Synthesis, NMR, and Conformational Studies of Cyclic Oligo-(1→6)-β-D-Glucosamines (Eur. J. Org. Chem. 13/2010)

The cover picture shows shows the synthesis of a novel type of functionalized cyclic oligosaccharides by unusually efficient head-to-tail intramolecular glycosylation of corresponding monohydroxy ethylthio glycosides derived from oligo-(16)-β-D-glucosamines. Detailed NMR and conformational investigations show that the carbohydrate macrocycles obtained may be regarded as convenient scaffolds for the design of conjugates with defined valency, symmetry and flexibility. The absence of a distinct hydrophobic cavity prevents the possibility of the formation of inclusion complexes as in cyclodextrins. Details are discussed in the article by N. E. Nifantiev et al. on p. 2465 ff.