Development of Carbohydrate-Based Scaffolds for Restricted Presentation of Recognition Groups. Extension to Divalent Ligands and Implications for the Structure of Dimerized Receptors

• DOI: 10.1021/jo034336d
• Publication Date: 2003-07-03T04:52:49Z
• Authors: Paul V. Murphy; Helena Bradley; Manuela Tosin; Nigel Pitt; Geraldine M. Fitz...; W. Kenneth Glass
• Keywords: Divalent; Amide; Protein tertiary structure; Molecular Recognition

The solution structure of glycosyl amides has been studied by using NMR. A strong preference is displayed tertiary aromatic for E-anti structures in contrast with secondary where Z-anti predominate. structural diversity these classes molecules would seem to be important as the directional properties ring, or groups attached determined choosing have either a amide at anomeric center and could considered when designing bioactive carbohydrate scaffolds. analysis was also carried out related divalent compounds display preferences similar that monovalent compounds. constrained potential promoting formation clusters will restricted thus novel studies mechanisms action multivalent ligands. Possible applications such scaffolds design synthesis ligands facilitate protein-protein other receptor-receptor interactions. affinity (or higher order) ligands, designed bind proteins recognize carbohydrates which clustering concomitantly promote interactions, may significantly than counterparts without properties. This useful new approach development therapeutics based on carbohydrates.