Synthesis and conformational analysis of an α-d-mannopyranosyl-(1→2)-α-d-mannopyranosyl-(1→6)-α-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...

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Veröffentlicht in:Carbohydrate research 2007-09, Vol.342 (12-13), p.1859-1868
Hauptverfasser: Mari, Silvia, Sánchez-Medina, Inmaculada, Mereghetti, Pierangelo, Belvisi, Laura, Jiménez-Barbero, Jesus, Bernardi, Anna
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Sprache:eng
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Zusammenfassung: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.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2007.03.019