
%0 Journal Article
%A Leung, DK 
%A Andrews, PR 
%A Craik, DJ 
%A Iskander, MN 
%A Winkler, DA 
%T Design, Synthesis and Testing of Transition State Analogues of Alanine Racemase as Antibacterials
%J Australian Journal of Chemistry
%D 1985/02/01
%V 38
%N 2
%P 297-306
%K 
%R https://doi.org/10.1071/CH9850297
%U https://www.publish.csiro.au/paper/CH9850297 
%X Transition state analogues have been designed for alanine  racemase , an important enzyme target for the development of bacterial cell wall inhibitors. These analogues are based on the transition state structure obtained from MINDO/3 calculations on the reaction pathway of a model alanine  racemization . A number of analogues have been synthesized and are shown to have weak anti-bacterial activity, but results from microbiological assays indicate that their antibacterial activity is not due to inhibition of alanine racemase . Subsequent n.m.r .studies have shown that they are unstable in aqueous environments. Formaldehyde has been identified as one of the degradation products, and the likely source of antibacterial activity. 
