A general entry to linear, dendritic and branched thiourea-linked glycooligomers as new motifs for phosphate ester recognition in water.
A blockwise iterative synthetic strategy for the preparation of linear, dendritic and branched full-carbohydrate architectures has been developed by using sugar azido(carbamate) isothiocyanates as key templates; the presence of intersaccharide thiourea bridges provides anchoring points for hydrogen bond-directed molecular recognition of phosphate esters in water.
Jiménez Blanco
José L
JL
Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Apartado 553, E-41071 Sevilla, Spain.
Bootello
Purificación
P
Ortiz Mellet
Carmen
C
Gutiérrez Gallego
Ricardo
R
García Fernández
José M
JM
D001665:Binding Sites; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006018:Glycols / Q000737:chemistry; D006860:Hydrogen Bonding; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010755:Organophosphates / Q000737:chemistry*; D013890:Thiourea / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
D006018:Glycols; D009844:Oligosaccharides; D010755:Organophosphates; D014867:Water; D013890:Thiourea