Evaluation of amino acids as chiral ligands for the enantiodifferentiation of carbohydrates by TOCSY NMR.
The use of natural amino acids as chiral ligands on a triethylbenzene scaffold for the binding and enantiodifferentiation of carbohydrates has resulted in moderate affinity and selectivity values for glucose. Selective 1D TOCSY experiments revealed this as a powerful titration technology surpassing the severe overlapping of receptor and carbohydrate signals in (1)H NMR spectra.
Fernández-Trillo
Francisco
F
Departamento de Quimica Organica, Facultad de Quimica and Unidad de RMN de Biomoleculas Asociada al CSIC, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
Fernandez-Megia
Eduardo
E
Riguera
Ricardo
R
D000596:Amino Acids / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry*; D005947:Glucose / Q000737:chemistry; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D013237:Stereoisomerism
D000596:Amino Acids; D002241:Carbohydrates; D008024:Ligands; D005947:Glucose