5. Valine adopts one lowest energy conformation. Threonine, however, has a special ability to adopt the analogous conformation and another stable conformation not seen with valine. H H3C CH3 * ...H + H3N valine H₂C. + H3N H OH ...H threonine (a) Using the template projection, draw the lowest-energy conformations of the natural amino acids valine and threonine. (b) Threonine also has a low-energy conformation with the hydroxyl group in the 180° position, which takes advantage of a hydrogen bond with the carboxyl carbonyl oxygen. Draw this conformation in template projection and highlight the hydrogen bond.

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5. Valine adopts one lowest energy conformation. Threonine, however, has a special ability to
adopt the analogous conformation and another stable conformation not seen with valine.
H
H3C CH3
„H
+
H3N
valine
H3C.
+
H3N
H
OH
‚H
threonine
(a) Using the template projection, draw the lowest-energy conformations of the natural amino
acids valine and threonine.
(b) Threonine also has a low-energy conformation with the hydroxyl group in the 180° position,
which takes advantage of a hydrogen bond with the carboxyl carbonyl oxygen. Draw this
conformation in template projection and highlight the hydrogen bond.
Transcribed Image Text:5. Valine adopts one lowest energy conformation. Threonine, however, has a special ability to adopt the analogous conformation and another stable conformation not seen with valine. H H3C CH3 „H + H3N valine H3C. + H3N H OH ‚H threonine (a) Using the template projection, draw the lowest-energy conformations of the natural amino acids valine and threonine. (b) Threonine also has a low-energy conformation with the hydroxyl group in the 180° position, which takes advantage of a hydrogen bond with the carboxyl carbonyl oxygen. Draw this conformation in template projection and highlight the hydrogen bond.
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