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Cysteine‐Based Mannoside Glycoclusters: Synthetic Routes and Antiadhesive Properties
Author(s) -
Schierholt Alexander,
Hartmann Mirja,
Schwekendiek Kirsten,
Lindhorst Thisbe K.
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.201000185
Subject(s) - chemistry , valency , glycosidic bond , cysteine , sugar , combinatorial chemistry , organic chemistry , philosophy , linguistics , enzyme
Clustermannosides of different valency were synthesised based on cysteine. By employing the orthogonally protected amino acid as scaffold molecule, a variety of structurally varied products can be obtained according to different synthetic routes. Testing of the prepared glycoclusters as inhibitors of type 1 fimbriae mediated bacterial adhesion is reported, giving hints about the influence of sugar valency, sugar scaffolding, and the nature of the glycosidic aglycon in this testing system.