Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of h
ematopoietic stem cell proliferation, were prepared, and their enzymat
ic stability toward rabbit lung angiotensin-converting enzyme (ACE) wa
s evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by
this enzyme. In the first series, each of the peptide bonds has been
successively replaced by an aminomethylene bond. In the second one, th
e C-terminus of the peptide has been modified by decarboxylation or am
idation. The results reported here indicate that all of these molecule
s but one have good stability toward the enzyme but none of the compou
nds is able to inhibit NAcSDKP hydrolysis by ACE.