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

André, Sabine; Grandjean, Cyrille; Gautier, François-Moana; Bernardi, Silvia; Sansone, Francesco; Gabius, Hans-Joachim and Ungaro, Rocco (2011): Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes. In: Chemical Communications, Vol. 47, No. 21: pp. 6126-6128

Abstract

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 thiourealinker chemistry.

• Item Type: Journal article
• Form of publication: Publisher's Version
• Faculties: Chemistry and Pharmacy
• Subjects: 500 Science > 540 Chemistry
• Alliance/National Licence: This publication is with permission of the rights owner freely accessible due to an Alliance licence and a national licence (funded by the DFG, German Research Foundation) respectively.
• Language: English