Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 22: Q30. (page 906)

Question: Glucosamine is a dietary supplement available in many over-the-counter treatments for osteoarthritis. Reaction of acetyl CoA with glucosamine forms NAG, N-acetylglucosamine, the monomer used to form chitin, the carbohydrate that forms the rigid shells of lobsters and crabs. What is the structure of NAG?

Short Answer

Expert verified

Answer

The structure of NAG is shown below:

Step by step solution

01

Step-by-Step Solution Step 1: N-acetylglucosamine

N-acetylglucosamine is the amide derivative of glucose. It is smallest unit of chitin.

02

Formation of products

The amine group of glucosamine is the nucleophilic site acetylated by the acetyl CoA. The reaction is shown below:

Structure of NAG

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Question: What products are formed when all of the amide and ester bonds are hydrolyzed in each of the following compounds? Tamiflu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating influenza. Aspartame [part (b)] is the artificial sweetener used in Equal and many diet beverages. One of the products of this hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identified early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible

a.

b.

Question: Draw the product of each reaction.

a.

b.

Question: Draw a stepwise mechanism for the formation of A from an alcohol and acid chloride. A was converted in one step to Blattella quinone, the sex pheromone of the female German cockroach Blattella germanica.

Question: How would the compounds in each pair differ in their IR spectra?

a.

b.

c.

d.

Write the step(s) needed to convert CH3CH2Brto each reagent: (a)CH3CH2Li (b) CH3CH2MgBr(c) (CH3CH2)2CuLi
See all solutions

Recommended explanations on Chemistry Textbooks

Inorganic Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Nuclear Chemistry

Read Explanation

Organic Chemistry

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free