Question 13.4: Monosaccharides Ribulose has the following Fischer projectio...
Monosaccharides
Ribulose has the following Fischer projection:
\begin{matrix} & \ \ \underset{|}{CH_2OH } \\ & \ \ \ \quad C=O \end{matrix} \\ \begin{matrix} H\\ H \end{matrix} \begin{array}{r|c} \begin{matrix}\end{matrix} \begin{matrix} \end{matrix} \\ \hline \begin{matrix} \\ \end{matrix} & \begin{matrix} \\ \end{matrix} \\ \hline \begin{matrix}& \end{matrix} \end{array}\begin{matrix} OH \\ OH \end{matrix} \begin{matrix} \end{matrix} \begin{matrix} \\ \end{matrix}\\ \quad \quad \ CH_2OHIdentify the compound as D- or L-ribulose.
| Need to Identify | Procedure | |
| ANALYZE THE PROBLEM |
Carbon Chain | Number the carbon chain starting at the |
| top of the Fischer projection. | ||
| Chiral Carbon | Chiral carbon 4 has the highest number. | |
| Position of —OH | The —OH group is drawn on the right | |
| Group | side of carbon 4, which makes it | |
| D-ribulose. |
The compound is D-ribulose because the —OH group on the chiral carbon farthest from the carbonyl group is drawn on the right side.
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