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Synthesis, NMR, and Conformational Studies of Cyclic Oligo‐(1→6)‐β‐ D ‐Glucosamines (Eur. J. Org. Chem. 13/2010)
Author(s) -
Gening Marina L.,
Titov Denis V.,
Grachev Alexey A.,
Gerbst Alexey G.,
Yudina Olga N.,
Shashkov Alexander S.,
Chizhov Alexander O.,
Tsvetkov Yury E.,
Nifantiev Nikolay E.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201090031
Subject(s) - chemistry , stereochemistry , intramolecular force , glycosylation , valency , biochemistry , philosophy , linguistics
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‐(1→6)‐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.