Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
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Chapter 24.2A, Problem 24.2P

SUB-PART

(a)

Interpretation Introduction

Interpretation:

The relationship between (R)-cysteine and (S)-alanine is to be stated. If (R)-cysteine and (S)-alanine have opposite three dimensional configurations or the same configuration is to be predicted.

Concept introduction:

The biopolymers of α-amino acids are called as proteins. The α-amino acids are those amino acids in which amino groups are bonded to α-carbon atoms, next to the carbonyl group.

Cahn-Ingold-Prelog rules also referred as CIP rules are used in organic chemistry for naming stereoisomer of a molecule. It assigns R/S notation for stereo center or Z/E notation for each double bond to specify the exact configuration of the molecule.

(b)

Interpretation Introduction

Interpretation:

If (R)-cysteine is a D-amino acid or an L-amino acid is to be identified.

Concept introduction:

The biopolymers of α-amino acids are called as proteins. The α-amino acids are those amino acids in which amino groups are bonded to α-carbon atoms, next to the carbonyl group.

Cahn-Ingold-Prelog rules also referred as CIP rules are used in organic chemistry for naming stereoisomer of a molecule. It assigns R/S notation for stereo center or Z/E notation for each double bond to specify the exact configuration of the molecule.

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Students have asked these similar questions
Most naturally occurring amino acids have chiral centers (the asymmetric a carbon atoms)that are named (S) by the Cahn–Ingold–Prelog convention (Section 5-3). The commonnaturally occurring form of cysteine has a chiral center that is named (R), however.(a) What is the relationship between (R)-cysteine and (S)-alanine? Do they have the oppositethree-dimensional configuration (as the names might suggest) or the same configuration?(b) (S)-Alanine is an l-amino acid (Figure 24-2). Is (R)-cysteine a d-amino acid or anl-amino acid?
Why are these chiral centers when it is connected to two Carbons so not 4 different groups?
This unit is N-acetylneuraminic acid, the most abundant member of a family of amino sugars containing nine or more carbons and distributed widely throughout the animal kingdom. Draw the open-chain form of this amino sugar. Do not be concerned with the configuration of the five chiral centers in the open-chain form.

Chapter 24 Solutions

Organic Chemistry (9th Edition)

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