Unsaturated α-aminopimelic acids as potent inhibitors of meso-diaminopimelic acid (DAP) D-dehydrogenase

Abstract

Two nonproteinogenic amino acids 5 and 6 have been efficiently prepared using an S_H2′ allylstannane coupling reaction and a Wittig reaction, respectively, to effect the key steps; kinetic studies show these compounds to be reversible inhibitors of DAP dehydrogenase with K_i values of 5.3 (competitive) and 44 µM (noncompetitive), respectively.

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