The molecular imprinting technique was used in the synthesis of polyme
rs having a high affinity for testosterone. These polymers thus functi
on as receptor binding mimics for the drug. Various polymerization con
ditions were examined in order to determine their influence on the bin
ding strength and selectivity of the binding mimics. Using a series of
similar steroids, we were able to identify features of the molecules
which affect their affinity for the polymer matrix. The efficacy of co
valent and noncovalent imprinting methods was also compared. As determ
ined by HPLC, the most selective (noncovalently imprinted) polymer bou
nd testosterone over 4 times more strongly than did a nonimprinted pol
ymer and at least 3 times more selectively than steroids of similar st
ructure.