title: Combining carbohydrate substitutions at bioinspired positions with multivalent presentation towards optimising lectin inhibitors: case study with calixarenes.
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 3'-positions of N-acetyllactosamine and the products conjugated to two types of calix[n]arenes (n = 4, 6) via thiourea-linker chemistry.
authors.affiliation: Institut für Physiologische Chemie, Tierärztliche Fakultät, Ludwig-Maximilians-Universität, Veterinärstr. 13, 80539 München, Germany.
authors.forename: Sabine
authors.initials: S
authors.lastname: André
authors.forename: Cyrille
authors.initials: C
authors.lastname: Grandjean
authors.forename: François-Moana
authors.initials: FM
authors.lastname: Gautier
authors.forename: Silvia
authors.initials: S
authors.lastname: Bernardi
authors.forename: Francesco
authors.initials: F
authors.lastname: Sansone
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Gabius
authors.forename: Rocco
authors.initials: R
authors.lastname: Ungaro
mesh_terms: D000606:Amino Sugars / Q000737:chemistry; D000818:Animals; D016466:CHO Cells; D047250:Calixarenes / Q000737:chemistry* / Q000494:pharmacology; D006224:Cricetinae; D003412:Cricetulus; D037161:Galectins / Q000737:chemistry; D006801:Humans; D037102:Lectins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D037121:Plant Lectins / Q000737:chemistry; D011485:Protein Binding
chemical_list: D000606:Amino Sugars; D037161:Galectins; D037102:Lectins; D037121:Plant Lectins; D047250:Calixarenes; C000458:N-acetyllactosamine