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A New Synthesis and Some Biological Properties of ß-Hydroxy-, -diaminopimelic Acid

From the ¹ From the Frick Chemical Laboratory, Princeton University, Princeton, New Jersey 08540

ß-Hydroxy-, -diaminopimelic acid was synthesized by the condensation of -phthalimido-, -dicarbethoxy butyr-aldehyde and copper glycinate in aqueous alkaline solution followed by acid hydrolysis of the condensation product.

The synthetic product contained all of the eight possible isomers. These were separated into four racemic pairs with the use of aromatic sulfonic acids as precipitants.

One of the racemic pairs was found to support the growth of an , -diaminopimelic acid-requiring auxotroph of Escherichia coli, strain 173-25, in a synthetic medium containing L-lysine but devoid of , -diaminopimelic acid. It was also shown that cells grown on this racemic pair contained ß-hydroxy-, -diaminopimelic acid, but not , -diaminopimelic acid, in the mucopeptide layer of the cell wall.

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