Textbook Question
Without referring to the chapter, draw the chair conformations of
(c) β-D-galactopyranose (the C4 epimer of glucose).
28. Carbohydrates
Monosaccharides - Cyclization
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Draw the β-anomer predicted through the cyclization of D-mannose
A
B
C
D
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Identify the structure of D-mannose, which is an aldohexose with the hydroxyl groups on the right at C2 and C3, and on the left at C4 and C5 in its Fischer projection.
Understand that cyclization involves the formation of a hemiacetal, where the hydroxyl group on C5 attacks the carbonyl carbon (C1) to form a six-membered pyranose ring.
Determine the configuration of the anomeric carbon (C1) in the β-anomer. In the β-anomer, the hydroxyl group on the anomeric carbon is on the same side as the CH2OH group at C5 in the Haworth projection.
Draw the pyranose ring with the oxygen atom at the top right. Place the CH2OH group at C5 above the plane of the ring, indicating the D-configuration.
Position the hydroxyl group on the anomeric carbon (C1) above the plane of the ring to represent the β-anomer. Ensure that the other hydroxyl groups are placed according to the stereochemistry of D-mannose.
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