D-glucose and L-glucose Haworth Projections

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SUMMARY

The discussion clarifies the structural differences between D-glucose and L-glucose in their Haworth projections. When drawing the Fisher projections, the arrangement of hydrogens and hydroxyl groups alternates, which directly influences the Haworth representation. Specifically, if the hydroxyl group on Carbon 4 of D-glucose is oriented downwards, the corresponding hydroxyl group on L-glucose will be oriented upwards, confirming the opposite orientation in their cyclic forms. This understanding is crucial for accurately representing these monosaccharides in biochemical contexts.

PREREQUISITES
  • Understanding of Fisher projections for carbohydrates
  • Knowledge of Haworth projections and cyclic structures
  • Familiarity with stereochemistry concepts
  • Basic knowledge of carbohydrate chemistry
NEXT STEPS
  • Study the stereochemical configurations of other monosaccharides
  • Learn about the anomeric carbon in cyclic sugars
  • Explore the implications of D and L configurations in biological systems
  • Investigate the role of Haworth projections in glycosidic bond formation
USEFUL FOR

This discussion is beneficial for students studying organic chemistry, particularly those focusing on carbohydrate structures, as well as researchers and educators in biochemistry and molecular biology.

lha08
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Homework Statement


I'm a little confused as to the difference between both glucoses...when we draw the Fisher projections for both D and L glucoses, the hydrogens and hydroxyls will alternate in opposite directions, but does that mean when we draw the Haworth representation, are the H and OH drawn oppositely to each other as well? For example, let's say on Carbon 4, the H is pointing up and OH down for D glucose, will the H point down and OH up for L glucose?


Homework Equations





The Attempt at a Solution

 
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Yep. If you take a Haworth model and lay it down with the most oxidized carbon at the top (the aldehyde carbon) you get a Fisher projection. You got to break a bond to do this of course.
 

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