Question 13.5: Drawing Haworth Structures for Sugars D-Mannose, a carbohydr...

Drawing Haworth Structures for Sugars

D-Mannose, a carbohydrate found in immunoglobulins, has the following Fischer projection. Draw the Haworth structure for β-D-mannose.

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Step \fbox{1}   Turn the Fischer projection clockwise by 90 °­.

Step \fbox{2}   Fold the horizontal carbon chain into a hexagon and bond the O on carbon 5 to the carbonyl group.

Step \fbox{3}   Draw the new —OH group on carbon 1 above the ring to give the β isomer.

Guide to Drawing Haworth Structures

Step \fbox{1}

Turn the Fischer projection clockwise by 90 °­.

Step \fbox{2}

Fold the horizontal carbon chain into a hexagon and bond the O on carbon 5 to the carbonyl group.

Step \fbox{3}

Draw the new —OH group on carbon 1 above the ring to give the β isomer.

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