Fucose, one of several monosaccharides found in the surface polysaccharides of animal cell membranes, is synthesized biochemically from mannose in the following eight steps. СНО -H- CH,OH CH,OH H,C H Но- H. Но- -H- ОН НО, CH3 ОН НО ОН НО НО ОН НО You H H HO- ČH,OH Mannose СНО H H H Но H- H CH, Но H НО OH CH3 Но VÓH HO H НО H- HO- НО НО H Но- H ČH3 Fucose

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
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

How many stereoisomers would result from the reaction of fucose with methanol and acid catalysis?

1. Because there are four chiral centers, one would get 24 isomers.

2. One would get two isomers: the a- and b-anomers.

3. Two diastereomers would form by scrambling the stereochemistry of the carbon with a-hydrogens.

4. There would be no reaction and hence no stereoisomers would be created

Fucose, one of several monosaccharides found in the
surface polysaccharides of animal cell membranes,
is synthesized biochemically from mannose in the
following eight steps.
СНО
-H-
CH,OH
CH,OH
H,C
H
Но-
H.
Но-
-H-
ОН НО,
CH3
ОН НО
ОН НО
НО
ОН НО
You
H
H
HO-
ČH,OH
Mannose
СНО
H
H
H
Но
H-
H
CH,
Но
H
НО
OH
CH3
Но
VÓH
HO
H
НО
H-
HO-
НО
НО
H
Но-
H
ČH3
Fucose
Transcribed Image Text:Fucose, one of several monosaccharides found in the surface polysaccharides of animal cell membranes, is synthesized biochemically from mannose in the following eight steps. СНО -H- CH,OH CH,OH H,C H Но- H. Но- -H- ОН НО, CH3 ОН НО ОН НО НО ОН НО You H H HO- ČH,OH Mannose СНО H H H Но H- H CH, Но H НО OH CH3 Но VÓH HO H НО H- HO- НО НО H Но- H ČH3 Fucose
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Catalysis and Enzymatic Reactions
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.
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY