The first synthesis and molecular docking studies of diastereomerically pure substituted 4-amino-7-hydroxyheptanoic acids

Diastereoselective synthesis of 4-amino-7-hydroxyheptanoic acids 1, new GABA analogues, was performed involving reduction of C-3 functionalized 5,6-dihydro-4H-1,2-oxazines available from nitroethane. Molecular docking studies showed that amino acids of type 1 may bind to GABA transaminase, however, no inhibition was observed in the experiments with the enzyme.