Question 13.7: Glycosidic Bonds in Disaccharides Melibiose is a disaccharid...

Glycosidic Bonds in Disaccharides

Melibiose is a disaccharide that is 30 times sweeter than sucrose.

a. What are the monosaccharide units in melibiose?

b. What type of glycosidic bond links the monosaccharides?

c. Identify the structure as α- or β-melibiose.

13.7
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ANALYZE THE
PROBLEM
First Monosaccharide When the —OH group on carbon 4 is drawn above the
(left) plane, it is D-galactose.
When the —OH group on carbon 1 is drawn below the
plane, it is the α isomer of D-galactose.
Second Monosaccharide When the —OH group on carbon 4 is drawn below the
(right) plane, it is D-glucose.
Type of Glycosidic Bond The —OH group at carbon 1 comes from α-D-galactose
to the —OH group on carbon 6 of glucose, which
makes it an α-1,6-glycosidic bond.
Position of Isomer —OH The —OH group on carbon 1 of glucose is drawn below
Group (right) the plane, which is the α isomer of melibiose.
Name of Disaccharide α-melibiose

a. α-D-galactose and α-D-glucose

b. α-1,6-glycosidic bond

c. α-melibiose

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