Sequential removal of monosaccharides from the reducing end of oligosaccharides. I. A reaction between hydrazine and sugars having a glycosidic substituent on a carbon atom adjacent to the carbonyl group

Abstract

Hydrazine reacts smoothly with sugars having a glycosidic substituent when the glycosyl moiety is located on a carbon atom adjacent to an aldehyde or keto group, resulting in cleavage of the glycosidic linkage. In excess hydrazine, the released glycoside forms a hydrazone from which the reducing sugar may be recovered in high yields.