Skip to main content
Ch. 5 - Microbial Metabolism
Chapter 5, Problem 2.7a

DRAW IT The artificial sweetener aspartame, or NutraSweet®, is made by joining aspartic acid to methylated phenylalanine, as shown in the following.
<IMAGE>
a. What types of molecules are aspartic acid and phenylalanine?
b. What direction is the hydrolysis reaction (left to right or right to left)?
c. What direction is the dehydration synthesis reaction?
d. Circle the atoms involved in the formation of water.
e. Identify the peptide bond.

Verified step by step guidance
1
Step 1: Identify the types of molecules - Aspartic acid and phenylalanine are both amino acids. Aspartic acid is an acidic amino acid, while phenylalanine is a nonpolar, aromatic amino acid.
Step 2: Determine the direction of the hydrolysis reaction - Hydrolysis involves breaking a bond with the addition of water, so it proceeds from right to left, breaking the peptide bond in aspartame.
Step 3: Determine the direction of the dehydration synthesis reaction - Dehydration synthesis involves forming a bond by removing water, so it proceeds from left to right, forming the peptide bond in aspartame.
Step 4: Identify the atoms involved in the formation of water - In dehydration synthesis, the hydroxyl group (OH) from aspartic acid and a hydrogen atom (H) from phenylalanine combine to form water (H2O).
Step 5: Identify the peptide bond - The peptide bond is the covalent bond formed between the carboxyl group of aspartic acid and the amino group of phenylalanine, resulting in the release of water.

Verified Solution

Video duration:
1m
This video solution was recommended by our tutors as helpful for the problem above.
Was this helpful?

Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Amino Acids

Aspartic acid and phenylalanine are both amino acids, which are the building blocks of proteins. Amino acids consist of a central carbon atom bonded to an amino group, a carboxyl group, a hydrogen atom, and a variable R group that determines the specific properties of each amino acid. Aspartic acid is classified as a polar, negatively charged amino acid, while phenylalanine is a non-polar, aromatic amino acid. Understanding their structure and properties is essential for grasping how they combine to form proteins.
Recommended video:

Hydrolysis and Dehydration Synthesis

Hydrolysis and dehydration synthesis are two fundamental biochemical reactions. Hydrolysis is the process of breaking down complex molecules into simpler ones by adding water, typically moving from right to left in a reaction. Conversely, dehydration synthesis (or condensation) involves the formation of larger molecules from smaller ones by removing water, usually moving from left to right. These reactions are crucial for understanding how biomolecules like proteins are formed and broken down.
Recommended video:
Guided course
04:26
Animal Viruses: 3. Synthesis & Replication

Peptide Bonds

Peptide bonds are covalent bonds that link amino acids together to form proteins. They are formed during dehydration synthesis when the carboxyl group of one amino acid reacts with the amino group of another, releasing a molecule of water. Identifying peptide bonds is essential for understanding protein structure and function, as the sequence and arrangement of amino acids determine the protein's properties and biological activity.
Recommended video:
Guided course
05:03
Hydrogen Bonding
Related Practice
Textbook Question

Classify the following types of chemical reactions.

<IMAGE>

112
views
Textbook Question

Bacteria use the enzyme urease to obtain nitrogen in a form they can use from urea in the following reaction:

<IMAGE>

What purpose does the enzyme serve in this reaction? What type of reaction is this?

124
views
Textbook Question

The best definition of ATP is that it is

a. a molecule stored for food use.

b. a molecule that supplies energy to do work.

c. a molecule stored for an energy reserve.

d. a molecule used as a source of phosphate.

140
views
Textbook Question

Use the following diagrams (a), (b), and (c) for question 1.

<IMAGE>


Name pathways diagrammed in parts (a), (b), and (c) of the figure.

a. Show where glycerol is catabolized and where fatty acids are catabolized.

b. Show where glutamic acid (an amino acid) is catabolized:

<IMAGE>

c. Show how these pathways are related.

d. Where is ATP required in pathways (a) and (b)?

e. Where is CO₂ released in pathways (b) and (c)?

f. Show where a long-chain hydrocarbon such as petroleum is catabolized.

g. Where is NADH (or FADH₂ or NADPH) used and produced in these pathways?

h. Identify four places where anabolic and catabolic pathways are integrated.

147
views
Textbook Question

DRAW IT What nutritional type is a colorless microbe that uses the Calvin-Benson cycle, uses H₂ as the electron donor to its ETC, and uses elemental S as the final electron acceptor in the ETC?

115
views
Textbook Question

Which substance in the following reaction is being reduced?

<IMAGE>

a. acetaldehyde

b. NADH

c. ethanol

d. NAD⁺

112
views