4-Epi-Oxytetracycline, EvoPure®

4-Epi-Oxytetracycline, EvoPure® (oxytetracycline-related compound A) is an oxytetracycline metabolite and impurity found in commercial oxytetracycline. This highly pure metabolite can be used as a secondary reference standard during stability studies of oxytetracycline. It can also be used to study the degradation pathway and products of tetracyclines.
4-Epi-Oxytetracycline, EvoPure® is very slightly soluble in water, methanol, and DMSO.

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Background

Oxytetracycline causes inhibition of protein synthesis. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome.

In an acellular model system of protein synthesis using ribosomes from tetracycline-sensitive and resistant strains of E. coli in the synthesis of polyphenylalanine, Oxytetracycline showed inhibitory activity along with minocycline. 4-Epi-oxytetracycline and beta-apo-oxytetracycline had competing properties with respect to oxytetracycline at the stage of penetration through the cell membrane but did not, however, suppress the synthesis of polyphenylalanine.