Serine protease inhibition by a silanediol peptidomimetic.
Silanediol peptidomimetics are demonstrated to inhibit a serine protease. Asymmetric synthesis of the inhibitor was accomplished using Brown hydroboration and CBS reduction of an acylsilane intermediate. The silanediol product was found to inhibit the serine protease chymotrypsin with a K(i) of 107 nM. Inhibition of the enzyme may involve exchange of a silane hydroxyl with the active site serine nucleophile, contrasting with previous silanediol protease inhibitors.
Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, USA.
Swapnil
S
Singh
Scott McN
SM
Sieburth
D002918:Chymotrypsin / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D057786:Peptidomimetics; D015842:Serine Proteinase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D012821:Silanes / Q000494:pharmacology*
D057786:Peptidomimetics; D015842:Serine Proteinase Inhibitors; D012821:Silanes; C475536:silanediol; D002918:Chymotrypsin