Introduction To General, Organic, And Biochemistry
Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 19, Problem 71P
Interpretation Introduction

Interpretation:

The structural formula of β -D-glucopyranoside showing the D-glucose unit as a chair conformation is to be drawn.

Concept Introduction:

The covalent bond which is formed by the removal of water molecule from two molecules of sugar or between one molecule of sugar and an alcohol is known as a glycosidic linkage. The compounds containing glycosidic linkage are known as glycosides.

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Vanillin (4-hydroxy-3-methoxybenzaldehyde), the principal component of vanilla, occurs in vanilla beans and other natural sources as a b-d-glucopyranoside. Draw a structural formula for this glycoside, showing the d-glucose unit as a chair conformation.
Cellobiose, a disaccharide obtained by the hydrolysis of cellulose, is composed of two glucose units joined by a 1→4-β-glycoside bond. What is the structure of cellobiose?
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++?

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Introduction To General, Organic, And Biochemistry

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