Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry
Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry
2nd Edition
ISBN: 9780077633707
Author: Janice Smith
Publisher: Mcgraw-hill Higher Education (us)
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Chapter 14, Problem 14.33AP

a.

Interpretation Introduction

Interpretation:

Chiral centers in the given monosaccharide has to be labelled, the monosaccharide has to be classified as D or L, the enantiomer of the given monosaccharide has to be drawn and also the Fischer projection formula has to be given.

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry, Chapter 14, Problem 14.33AP , additional homework tip  1

Concept Introduction:

A carbon atom that is bonded to four different groups is known as a chiral carbon atom.  This can rotate the plane polarized light.  D- and L- isomers of monosaccharide can be identified by looking into the chiral center that is farther from the carbonyl group.  In a Fischer projection, if the OH group is present on the right side in the chiral center that is farthest from the carbonyl group means it is a D monosaccharide and if the OH group is present on the left side means it is a L monosaccharide.

Enantiomers are two stereoisomers of a compound that rotate the plane polarized light exactly opposite.  The configuration present in the enantiomers will be exactly opposite to each other.

Fischer projection formula simply uses cross for representing tetrahedral carbon atom.  The carbon atom that is present in the intersection point in cross.  The horizontal bonds means they are coming forward and they are present on wedge bond.  The vertical bonds means they are pointing away and they are present on dashed lines.

b.

Interpretation Introduction

Interpretation:

Chiral centers in the given monosaccharide has to be labelled, the monosaccharide has to be classified as D or L, the enantiomer of the given monosaccharide has to be drawn and also the Fischer projection formula has to be given.

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry, Chapter 14, Problem 14.33AP , additional homework tip  2

Concept Introduction:

Refer part “a.”.

c.

Interpretation Introduction

Interpretation:

Chiral centers in the given monosaccharide has to be labelled, the monosaccharide has to be classified as D or L, the enantiomer of the given monosaccharide has to be drawn and also the Fischer projection formula has to be given.

Connect 1-Semester Online Access for Principles of General, Organic & Biochemistry, Chapter 14, Problem 14.33AP , additional homework tip  3

Concept Introduction:

Refer part “a.”.

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9 A disaccharide consists of the molecules of D-glucose and D-glucosamine joined by a (1a, 1b)-glucosidic bond. a) Draw the structure of the disaccharide (Haworth projection) if you know that in D- glucose the anomeric carbon has an a-configuration. b) Give the name of the union you drew in question a. c) Draw the structure of the product (cantilever conformation) resulting from the effect of excess acetic anhydride and pyridine on the disaccharide. Hint: D-glucosamine has the same structure as D-glucose, but C-2 has an amino group instead of a hydroxyl.

Chapter 14 Solutions

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