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Trisaccharide and Sugar Properties

Provide the complete & accurate systematic name for this molecule. Be sure to include the correct names, in order, of the sugar residues, the correct numeric linkage for the glycosidic bonds, and any necessary information about anomeric carbons.

See attached file for trisaccharide molecular formula.

The first monosaccharide residue (left-most sugar) is an epimer of __________ at the ___________ position. (Simply name the sugar & then name the correct carbon number).

Is this trisaccharide a reducing sugar? Why?

How many chiral carbons exist in this trisaccharide structure?

The second (middle) sugar residue is a(n):
a. aldopentose
b. aldohexose
c. ketopentose
d. ketohexose
e. aldotriose

What chemical reaction occurs in order to form a trisaccharide?
a. hydrolysis
b. condensation
c. isomerization
d. phosphorylation
e. hydrogenation

Attachments

Solution Preview

Please see the attached file.

Following problems refer to the trisaccharide below. All sugar residues are in their D-stereoisomeric forms.

Provide the complete & accurate systematic name for this molecule. Be sure to include the correct names, in order, of the sugar residues, the correct numeric linkage for the glycosidic bonds, and any necessary information about anomeric carbons.

This is kind of tricky. We can name the residues sequentially from the left. First, we have a mannose residue with the anomeric carbon in the "down" or alpha position. Of course, the alpha carbon is C1. Therefore, we start with:

α-D-mannopyranosyl-(1

In other words, the anomeric carbon is α (down in ...

Solution Summary

This solution shows how to name the sugar residues on the trisaccharide, explains why the trisaccharide is not a reducing sugar, identifies the number of chiral carbons, and the chemical reaction required to form a trisaccharide.

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