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
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.
Draw the structure of a carbohydrate with four b-D-glucopyranosyl units connected by b(1®4) glycosidic linkages, with the second unit being connected via an a(1®6) glycosidic linkage by a side chain having two a-D-galactopyranosyl units connected by an a(1®4) glycosidic linkage.
Chapter 20 Solutions
Organic Chemistry (8th Edition)
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Prob. 4PCh. 20.3 - Prob. 5PCh. 20.3 - Prob. 6PCh. 20.4 - Prob. 7PCh. 20.4 - Prob. 8PCh. 20.5 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.5 - Prob. 11PCh. 20.6 - Prob. 12PCh. 20.6 - Prob. 13PCh. 20.6 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.8 - Prob. 16PCh. 20.9 - Prob. 18PCh. 20.10 - Prob. 20PCh. 20.10 - Prob. 21PCh. 20.10 - Prob. 22PCh. 20.11 - Prob. 23PCh. 20.11 - Prob. 24PCh. 20.12 - Prob. 25PCh. 20.12 - Prob. 26PCh. 20.14 - Prob. 28PCh. 20.15 - Prob. 29PCh. 20.15 - Prob. 30PCh. 20.16 - Prob. 31PCh. 20.17 - Prob. 32PCh. 20.18 - Refer to Figure 20.5 to answer the following...Ch. 20 - Prob. 34PCh. 20 - Prob. 35PCh. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - Prob. 40PCh. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Prob. 43PCh. 20 - Prob. 44PCh. 20 - Prob. 45PCh. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - The 1H NMR spectrum of D-glucose in D2O exhibits...Ch. 20 - Prob. 50PCh. 20 - Prob. 51PCh. 20 - Prob. 52PCh. 20 - Prob. 53PCh. 20 - Prob. 54PCh. 20 - Prob. 55PCh. 20 - Prob. 56PCh. 20 - Prob. 57PCh. 20 - Prob. 58PCh. 20 - Prob. 59PCh. 20 - Prob. 60PCh. 20 - Prob. 61PCh. 20 - A hexose is obtained when the residue of a shrub...Ch. 20 - Prob. 63PCh. 20 - Prob. 64PCh. 20 - Prob. 65PCh. 20 - Prob. 66PCh. 20 - Prob. 67PCh. 20 - Prob. 68PCh. 20 - Prob. 69PCh. 20 - Prob. 70PCh. 20 - Prob. 71PCh. 20 - Prob. 72PCh. 20 - Prob. 73P
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- (A) Identify the glycosidic bond in the following disaccharide (B) Decide whether the compound is a non reducing or reducing sugar (C) Polysaccharide units are usually bonded together with alpha or beta 1,6 or 1,4 linkages. What linkage is used in the disaccharide shown below?arrow_forward(g) Using appropriate prefixes/infixes/suffixes (ketohentese, aldahentase, etc.), classify each of the monosaccharides shown below. СНО CH2OH O: HOI но ОН OH HO H. CH2OH CH2OH I II (h) Identify B-D-altrose and oa-D-altrose from the monosaccharides shown below. CH2OH CH2OH CH2OH CH2OH O. ОН OH OH OH OH OH ОН OH OH OH ОН OH OH OH OH OH I II III IV | (i) Identify B-D-altrose and oa-D-altrose from the monosaccharides shown below. VI I CH2OH CH2OH II V OH III ОН IV H OH Harrow_forwardAn unknown disaccharide gives a positive Tollens’ test. A glycosidase hydrolyzes it to D-galactose and D-mannose. When the disaccharide is treated with methyl iodide and Ag2O and then hydrolyzed with dilute HCl, the products are 2,3,4,6-tetra-O-methylgalactose and 2,3,4-tri-O-methylmannose. Propose a structure for the disaccharide.arrow_forward
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