
TY  - JOUR
A1  - Leung, DK 
A1  - Andrews, PR 
A1  - Craik, DJ 
A1  - Iskander, MN 
A1  - Winkler, DA 
T1  - Design, Synthesis and Testing of Transition State Analogues of Alanine Racemase as Antibacterials
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1985
VL  - 38
IS  - 2
SP  - 297
EP  - 306
KW  - 
UR  - https://doi.org/10.1071/CH9850297 
N2  - 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. 
ER  -

