Melibiose is a disaccharide used for chemical communication between various insects. Deduce the structure of melibiose from the following information.
a. Acid hydrolysis of melibiose yields and equal mixture of D-galactose and D-glucose.
b. Melibiose is hydrolyzed by -galactodase enzymes, but not by - galactodase enzymes. A galactodase enzyme hydrolizes an -glycosidic bond of D-galactose specifically.
c. Melibiose is a reducing sugar and reacts with sodium borohydride.
d. Methylation of melibiose followed by hydrolysis of the glycosidic bonds yields the two derivatives shown below.