Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 20, Problem 45P
Interpretation Introduction

Interpretation:

The structure of αlactulose is to be stated.

Concept Introduction:

Lactulose is a class of disaccharide sugar that is synthetically prepared from galactose and fructose. It is used for the diagnosis of those patients who have gastrointestinal disorders.

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The disaccharide lactulose consists of a D-galactopyranose subunit and a D-fructofuranose subunit joined by a B-1,4'-glycosidic linkage. After treatment of lactulose with 1. excess CH3I/Ag20, 2. HCI/H20, the D-galactopyranose subunit was found to have one nonmethylated OH group, whereas the D-fructofuranose subunit had two. Draw the structure of a-lactulose.
The disaccharide lactulose consists of a d-galactopyranose subunit and a d-fructofuranose subunit joined by a β-1,4-glycosidic linkage. After treatmentof lactulose with 1. excess CH3I/Ag2O, 2. HCl/H2O, the d-galactopyranose subunit was found to have one nonmethylated OH group, whereas thed-fructofuranose subunit had two. Draw the structure of α-lactulose.
Researchers analysed a glycopeptide (a peptide carrying one or several oligosaccharide groups) and determined both the sequence of the peptide and the sequence of the sugar molecule. The latter was identified as a diholoside coupled to the peptide by an osidic bond. The systematic name of this sugar is: B-D-glucopyranosyl-(1→4)-ß-D-galactopyranose. : Represent the chemical formula of this diholoside in a way that all oses are Question 1 represented according to the Haworth convention. Apart from the furane and/or pyrane cycles all atoms of this molecule must be given.

Chapter 20 Solutions

Organic Chemistry (8th Edition)

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