(a) Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled. Concept introduction: The characteristic bond of glycoside is − O − . A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl . The acetal formed is known as glycoside.

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Answer 1

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Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

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(a) Locate the glycosidic linkage in cellobiose. (b) Number the carbon atoms in both rings. (c) Classify the glycosidic linkage as α or β, and use numbers to designate its location.

Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as αα or ββ and use numbers to designate its location between two rings (e.g., 1→→4-ββ)-c. What products are formed when stachyose is hydrolyzed with H33O++?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH33I, Ag22O?f. What products are formed when the product in (e) is treated with H33O++?

Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as α or β and use numbers to designate its location between two rings (e.g., 1→4-β).c. What products are formed when stachyose is hydrolyzed with H3O+?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH3I, Ag2O?f. What products are formed when the product in (e) is treated with H3O+?

Answer 2

Question

Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

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Answer 3

Question

Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

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Answer 4

Question

Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

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Answer 5

Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Answer 6

Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Answer 7

Chapter 28, Problem 28.19P

Interpretation Introduction

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Answer 8

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Answer 9

Interpretation Introduction

(b)

Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 28 - Prob. 28.1P Ch. 28 - Prob. 28.2P Ch. 28 - Label each stereogenic center as R or S. a. b. c....Ch. 28 - Convert the ball-and-stick model to a Fischer...Ch. 28 - Prob. 28.5P Ch. 28 - Prob. 28.6P Ch. 28 - Prob. 28.7P Ch. 28 - Prob. 28.8P Ch. 28 - Prob. 28.9P Ch. 28 - Prob. 28.10P

Solution Summary: The author explains that the O atoms that are part of a glycoside in rebaudioside A are labeled in red color.

Concept explainers

(a)

Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled.

Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

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Chapter 28 Solutions

Solution Summary: The author explains that the O atoms that are part of a glycoside in rebaudioside A are labeled in red color.

Concept explainers

(a) Interpretation: The O atoms that are part of a glycoside in rebaudioside A are to be labeled. Concept introduction: The characteristic bond of glycoside is −O−. A hemiacetal converts into acetal when a monosaccharide is treated with alcohol and HCl. The acetal formed is known as glycoside.

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Chapter 28 Solutions