
Bioorganic and Medicinal Chemistry Letters p. 1527 - 1532 (1999)
Update date:2022-08-04
Topics:
Cathers, Brian E.
Schloss, John V.
We have developed a novel strategy for the preparation of tetrahedral transition state analogs for aspartic acid and metallo-proteases based upon the sulfonimidamide functional group. Our best α-des-amino dipeptide analog binds at least 100-fold tighter than the corresponding ground state structure (i.e., amide). A previously unpublished five-membered cyclic sulfonimidamide was also synthesized.
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