POSTSTATIN, A NEW INHIBITOR OF PROLYL ENDOPEPTIDASE .4. THE CHEMICAL SYNTHESIS OF POSTSTATIN

Total synthesis of poststatin was achieved by both liquid phase and so lid phase methods. In both methods, the (2R,3S)-3-amino-2-hydroxyvaler ic acid moiety was incorporated into protected pentapeptides, and was oxidized to (S)-3-amino-2-oxovaleric acid (postine). Deprotection of t he oxidized pentapeptides gave a specimen identical with natural posts tatin in physico-chemical properties and prolyl endopeptidase inhibito ry activity.