Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes

André, S.; Grandjean, C.; Gautier, F. M.; Bernardi, Silvia; Sansone, Francesco; Gabius, H. J.; Ungaro, Rocco

doi:10.1039/C1CC11163A

Carbohydrate derivatisation and glycocluster formation are both known to enhance avidity for lectin binding. Using a plant toxin and human adhesion/growth-regulatory lectins (inter-and intrafamily comparisons) the effect of their combination is examined. In detail, aromatic substituents were introduced at the 2-N or 30-positions of N-acetyllactosamine and the products conjugated to two types of calix[n] arenes (n = 4, 6) via thiourea-linker chemistry.

Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes / S. André; C. Grandjean; F.-M. Gautier; S. Bernardi; F. Sansone; H.-J. Gabius; R. Ungaro. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 47(2011), pp. 6126-6128. [10.1039/C1CC11163A]

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