Synthesis and conformational analysis of an alpha-D-mannopyranosyl-(1-->2)-alpha-D-mannopyranosyl-(1-->6)-alpha-D-mannopyranose mimic.
A mimic of a (1-->2),(1-->6)-mannotrioside was synthesized by replacing the central mannose unit with an enantiomerically pure, conformationally stable trans-diaxial cyclohexanediol. The three-dimensional structure of the molecule was investigated by NMR spectroscopy supported by molecular modelling and was compared to the known features of the natural mannotrioside.
Mari
Silvia
S
Centro de Investigaciones Biológicas, Departamento de Estructura y Functión de Proteínas, CSIC, c/Ramiro de Maeztu 9, 28040 Madrid, Spain.
Sánchez-Medina
Inmaculada
I
Mereghetti
Pierangelo
P
Belvisi
Laura
L
Jiménez-Barbero
Jesus
J
Bernardi
Anna
A
D002151:Calorimetry; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008362:Mannosides / Q000737:chemistry; D008958:Models, Molecular; D008969:Molecular Sequence Data; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry*
D007202:Indicators and Reagents; D008362:Mannosides; D014312:Trisaccharides