Synthesis of the beta-1,3-glucan, laminarahexaose: NMR and conformational studies.
The synthesis of laminarahexaose is described. NMR studies of several of the intermediates leading to the beta-1,3-glucan show anomalously small coupling constants for some of the C-1 hydrogens. An X-ray structure for the protected hexasaccharide shows that the small coupling constants are due to some of the glucopyranose rings adopting a twist-boat conformation. The X-ray studies also explain other unexpected NMR observations.
Mo
Kai-For
KF
Department of Chemistry, Tulane University, New Orleans, LA 70118, USA.
Li
Huiqing
H
Mague
Joel T
JT
Ensley
Harry E
HE
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008958:Models, Molecular; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry*; D047071:beta-Glucans / Q000138:chemical synthesis* / Q000737:chemistry*
D009844:Oligosaccharides; D047071:beta-Glucans; C086571:laminarihexaose; C033363:beta-1,3-glucan