a. D-(+)-mannose is a diastereomer of glucose that is important in protein glycosylation. Find the Fischer projection of D-(+)-mannose in your textbook (Chapter 23), and draw it very clearly below. b. Draw a box around the chiral center furthest from the aldehyde/ketone. (This is the carbon which can be used to determine whether the carbohydrate is D- or L-.) c. Clearly label each of the chiral centers on D-(+)-mannose with its correct (R) or (S) configuration.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter22: Organic And Biological Molecules
Section: Chapter Questions
Problem 105E
icon
Related questions
icon
Concept explainers
Question
a. D-(+)-mannose is a diastereomer of glucose that is important in protein glycosylation.
Find the Fischer projection of D-(+)-mannose in your textbook (Chapter 23), and draw it
very clearly below.
b. Draw a box around the chiral center furthest from the aldehyde/ketone. (This is the
carbon which can be used to determine whether the carbohydrate is D- or L-.)
c. Clearly label each of the chiral centers on D-(+)-mannose with its correct (R) or (S)
configuration.
d. D-(+)-mannose has two different Haworth projections-one that is a and one that is ß.
Draw both Haworth projections for D-(+)-mannose, and label each as either a or B.
e.
In addition to Benedict's test, several other chemical tests can provide information
about the type(s) of carbohydrate present in a given solution. These include Barfoed's
test, Seliwanoff's test, and Bial's test. Use the internet to research what each test's
possible results are, and what those results tell you about the carbohydrate's structure.
Note: You do not have to list that information here; just use it to fill in the table/answer
the questions below.
i. Based on the structures of D-(+)-mannose and sucrose, list what characteristic
observation is expected for each test. (For example, "color changes to blue," "a
white precipitate is formed," etc.)
ii. In the "Structural Info" column, list what allowed you to predict the observed
result (ex: "carbohydrate is an aldose," "carbohydrate is a hexose," etc.)
Transcribed Image Text:a. D-(+)-mannose is a diastereomer of glucose that is important in protein glycosylation. Find the Fischer projection of D-(+)-mannose in your textbook (Chapter 23), and draw it very clearly below. b. Draw a box around the chiral center furthest from the aldehyde/ketone. (This is the carbon which can be used to determine whether the carbohydrate is D- or L-.) c. Clearly label each of the chiral centers on D-(+)-mannose with its correct (R) or (S) configuration. d. D-(+)-mannose has two different Haworth projections-one that is a and one that is ß. Draw both Haworth projections for D-(+)-mannose, and label each as either a or B. e. In addition to Benedict's test, several other chemical tests can provide information about the type(s) of carbohydrate present in a given solution. These include Barfoed's test, Seliwanoff's test, and Bial's test. Use the internet to research what each test's possible results are, and what those results tell you about the carbohydrate's structure. Note: You do not have to list that information here; just use it to fill in the table/answer the questions below. i. Based on the structures of D-(+)-mannose and sucrose, list what characteristic observation is expected for each test. (For example, "color changes to blue," "a white precipitate is formed," etc.) ii. In the "Structural Info" column, list what allowed you to predict the observed result (ex: "carbohydrate is an aldose," "carbohydrate is a hexose," etc.)
Expert Solution
steps

Step by step

Solved in 6 steps with 3 images

Blurred answer
Knowledge Booster
Carbohydrates
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry: An Atoms First Approach
Chemistry: An Atoms First Approach
Chemistry
ISBN:
9781305079243
Author:
Steven S. Zumdahl, Susan A. Zumdahl
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781133611097
Author:
Steven S. Zumdahl
Publisher:
Cengage Learning
Introductory Chemistry: A Foundation
Introductory Chemistry: A Foundation
Chemistry
ISBN:
9781337399425
Author:
Steven S. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Introductory Chemistry: An Active Learning Approa…
Introductory Chemistry: An Active Learning Approa…
Chemistry
ISBN:
9781305079250
Author:
Mark S. Cracolice, Ed Peters
Publisher:
Cengage Learning
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning