For each of the following disaccharides, name the glycosidic bond and draw the monosaccharide units produced by hydrolysis:
(a)

Question

For each of the following disaccharides, name the glycosidic bond and draw the monosaccharide units produced by hydrolysis:

(a) Chemical structure of a disaccharide showing glycosidic linkage and hydroxyl groups on monosaccharide units.

Accepted Answer

Hello, everyone. Let's take a look at the next problem. It says name the Glyco cytic bond and draw the monosaccharide produced by hydrolysis of the following disaccharide. So we have our disaccharide here to pinos rings linked by a Glyco bond. So how do we name Glyco bonds? Well, we designate whether it's an alpha or beta linkage and we designate which carbons in the two rings it connects. So first, let's analyze our first ring on the left. First, let's look for the anomic Carmen. So we look for the oxygen in the ring and then look for the carbon that's linked to two oxygens. And as you would expect, it's drawn in the standard way, which is the anomic carbon on the right of that hexagon there. So we'll just highlight that in pink. It's our anomic carbon on the first ring. Now, let's look at our other ring and it's also drawn in the standard way. So we can see that our anomic carbon is also on the right. So it's not a linkage between the two anomic carbons. So naming it alpha and beta refers to the hydroxyl group of the anomic carbon if the linkage is between two Aamer hydroxyl groups. Then you need to name them both in terms of alpha and beta. So we shall look at our first ring over here and determine whether it's alpha or beta. So we need to compare the location of the hydroxyl group with the location of the uh C H2O H group that's outside the ring. So there we are, there's our carbon six in that C H2O H group, it's above the plane of the ring and the oxygen that was the an americ hydroxyl group. And now is in the gly acidic bond is below the ring. They're on opposite sides of the ring. So having these on opposite sides of the ring, I remember because opposite begins with a vowel like a for alpha means that that's an alpha gly acidic linkage. So in terms of naming our bond, we have alpha and then you have parentheses. Now, the carbon in the first ring that is in the linkage. So that would be carbon one since it's the anomic carbon. So we have open parentheses. A number one, then we have an arrow pointing to the number of the carbon in the second ring. So in our second ring, these in red to make them stand out a little bit, we labeled our anomic carbon over on the right. Keep going around the ring. That was carbon one. Then we've got carbon two, carbon three and it's carbon four that's in our Glyco linkage. So we have one and then the arrow, so 124 and then close parentheses. So that's the name of our Glyco bond. Highlight that. And what would the monosaccharide be that are produced by hydrolysis? Well, recall that this bond was formed by dehydration. So, hydrolysis will split the two as you know, we, we know because we're supposed to draw monosaccharide and give each carbon back its hydroxyl group that was in the linkage. So let's draw our first ring. So we know we have our oxygen in the top, right? And then it's a hexagonal ring and we have our anomic carbon, the hydroxyl group, it was an alpha linkage. So this is an alpha hydroxyl group. So it points down then as we go around the ring, carbon two has a hydroxyl group pointing going up above the plane of the ring, carbon three above the plane of the ring. Carbon four, going down the hydroxyl group, not the carbon itself, of course. And then on carbon five, we have that C H2O H group that contains carbon six that is above the plane of the ring. So that's our first mono sac ride and then the second mono sac, right, draw the ring. Again, the oxygen in the ring is on the top, right. And our anomic carbon has an oh group pointing down below the ring. So that was actually an alpha monosaccharide as well. But again, the anomic carbon wasn't in the glyco cytic linkage as we go around. So that was carbon one, carbon two's hydroxyl group points up carbon three up and carbon four, the one that was in the linkage and now has an oh group. And when we look at the gly acidic bond, we see that in both cases, the oxygen is below the, the linking oxygen is below the plane of the ring. So that carbon 40 goes down below the plane of the ring. And then on carbon five, we have the C H2O H group that is carbon six above the plane of the ring. So you could see that our two monosaccharide here were actually identical. And so here are the two monosaccharide. And again, each of the carbons that was in the gly acidic bond has had its hydroxyl group restored. So see one on our first monosaccharide and it has a hydroxyl group pointing down below the plane of the ring. And in our second monosaccharide, it was C four that now has its hydroxyl group also below the plane of the ring. See you in the next video.

For each of the following disaccharides, name the glycosidic bond and draw the monosaccharide units produced by hydrolysis:
(a)

Verified video answer for a similar problem:

Key Concepts

Disaccharides

Glycosidic Bond

Hydrolysis

For each of the following disaccharides, name the glycosidic bond and draw the monosaccharide units produced by hydrolysis:(a)

Verified video answer for a similar problem:

Key Concepts

Disaccharides

Glycosidic Bond

Hydrolysis

For each of the following disaccharides, name the glycosidic bond and draw the monosaccharide units produced by hydrolysis:
(a)