The Fischer projection for linear D-glucose is shown. Fill in the missing H's and OH's for the wedge and dash projections. Then convert to a Haworth projection for both a-D-glucose and B-D-glucose in linear form. Next, convert to the cyclic form and finally to a chair conformation for both pyranoses. Haworth projection pyranose (chair) HO CHO -OH -H -OH HIG -OH CH₂OH 4 3 4 5 6 5 a-D-glucose 5 3 -OH H J 3 rotate 90° clockwise 2 N be 6 THH, 4 3 2 1 сл 5 B-D-glucose 5 3 10 -OH O 2 2 H

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter20: Carbohydrates
Section: Chapter Questions
Problem 20.49P
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The Fischer projection for linear D-glucose is shown. Fill in the missing H's and OH's for the
wedge and dash projections. Then convert to a Haworth projection for both a-D-glucose and
B-D-glucose in linear form. Next, convert to the cyclic form and finally to a chair conformation
for both pyranoses.
Haworth projection
pyranose (chair)
CHO
H-
HO-
H
-OH
-H
-OH
H-OH
CH₂OH
=
4
3
4
5
6
3
a-D-glucose
rotate 90°
clockwise
OH H
ba
1
6
4
5
B-D-glucose
5
4 3
3
-OH O
1
H
Transcribed Image Text:The Fischer projection for linear D-glucose is shown. Fill in the missing H's and OH's for the wedge and dash projections. Then convert to a Haworth projection for both a-D-glucose and B-D-glucose in linear form. Next, convert to the cyclic form and finally to a chair conformation for both pyranoses. Haworth projection pyranose (chair) CHO H- HO- H -OH -H -OH H-OH CH₂OH = 4 3 4 5 6 3 a-D-glucose rotate 90° clockwise OH H ba 1 6 4 5 B-D-glucose 5 4 3 3 -OH O 1 H
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