Journal article

STRUCTURE AND CONFORMATIONS OF GABA-TRANSAMINASE INHIBITORS .4. TRANSITION-STATE ANALOGS

PR ANDREWS, JM GULBIS, MN ISKANDER, MF MACKAY, C DIPAOLA, M SADEK

AUSTRALIAN JOURNAL OF CHEMISTRY | C S I R O PUBLICATIONS | Published : 1988

Abstract

Crystal structures of three potential inhibitors [salicylamide derivative C16H15NO4 (5), pyridoxazine C11H16N2O5S (6) and benzoxazone C12H13NO4 (7)H2O] of GABA-transaminase (E.C. 2.6.1.19, GABA-T) based on the calculated transition state of GABA-T were determined. The conformational analyses of these structures (non-bonded energies, MNDO, AMI) indicate that they can all fit the transition state in relatively low energy conformations. The crystal structures appear to be close to the calculated minimum energy conformations, except for the salicylamide derivative (5), which features internal hydrogen-bonding. The AMI parametrization has been used successfully to predict two possible hydrogen-bo..

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