Synthesis of 2-deoxy-alpha-D-arabino-hexopyranosyl phosphate and 2-deoxy-maltooligosaccharides with phosphorylase.
A convenient one-step synthesis of 2-deoxy-alpha-D-arabino-hexopyranosyl phosphate on a millimolar scale is described by reaction of potato phosphorylase with D-glucal at equimolar phosphate concentration. Furthermore, in the presence of catalytic amounts of phosphate, a 2-deoxy-maltooligosaccharide is obtained from maltotetraose and D-glucal. The water-insoluble oligosaccharide was isolated and characterized by 1H and 13C NMR spectroscopy. An average dp of 20 was thus determined.
Evers
B
B
Institut für Organische Chemie, Universität Hamburg, Germany.
Mischnick
P
P
Thiem
J
J
D002240:Carbohydrate Sequence; D008320:Maltose / Q000737:chemistry*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010766:Phosphorylation; D013403:Sugar Phosphates / Q000138:chemical synthesis*
C090607:2-deoxy-arabino-hexopyranosyl phosphate; D009844:Oligosaccharides; D013403:Sugar Phosphates; D008320:Maltose