engleski

Intermediate isolation in the synthesis of statin side chains

2-Deoxyribose-5-phosphate aldolase (DERA, EC 4.1.2.4) belongs to the group of acetaldehyde dependent aldolases and is the only one capable of condensing two aldehydes into a new aldehyde product. By using inexpensive, achiral chloroacetaldehyde and acetaldehyde as substrates, DERA catalyzes the sequential aldol condensation that produces polyhydroxy aldehyde precursor to statin side chains. Statins are one of the most successful stories of modern medicinal chemistry due to their cholesterol- lowering capabilities. The synthesis of the statin drug intermediate from acetaldehyde and chloroacetaldehyde catalyzed by DERA was performed in a fed-batch reactor. The obtained aldol product was isolated from the reaction mixture and purified. Isolation process involved several extraction steps and reverse phase preparative LC purification methods according to the literature. Resulting intermediate purity was specified by GC analysis. The isolation process was monitored and described in detail in this work. Also, some important conclusions were drawn that should improve the procedure in the future.

biocatalysis ; statins ; enzymes ; aldolase

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