Two new irreversible inhibitors of dihydrodipicolinate synthase: diethyl (E, E)-4-oxo-2, 5-heptadienedioate and diethyl (E)-4-oxo-2-heptenedioate

JJ Turner, JP Healy, RCJ Dobson, JA Gerrard…

Index: Turner, Jennifer J.; Healy, Jackie P.; Dobson, Renwick C.J.; Gerrard, Juliet A.; Hutton, Craig A. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 4 p. 995 - 998

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Citation Number: 24

Abstract

Dihydrodipicolinate synthase (DHDPS) is a key enzyme in lysine biosynthesis and an important antibiotic target. The enzyme catalyses the condensation of (S)-aspartate semialdehyde (ASA) and pyruvate to form dihydrodipicolinate. Two new irreversible inhibitors of dihydrodipicolinate synthase are reported, designed to mimic the acyclic enzyme-bound condensation product of ASA and pyruvate. These compounds represent ...