title: Leucine-phenylalanine dipeptide-based N-mesyloxysuccinimides: synthesis of all four stereoisomers and their assay against serine proteases.
abstract: The four stereoisomers of 3-(N-acetylleucylamino)-3-benzyl-1-[(methylsulfonyl)oxy]succinimid e have been prepared and shown to inhibit alpha-chymotrypsin and human neutrophil elastase. The structural and stereochemical features that affect the potency and selectivity of inhibition are discussed.
authors: Department of Chemistry, University of Canterbury, Christchurch, New Zealand.
authors: A D
authors: AD
authors: Abell
authors: M D
authors: MD
authors: Oldham
mesh_terms: D002918:Chymotrypsin / Q000037:antagonists & inhibitors; D004151:Dipeptides / Q000737:chemistry; D006801:Humans; D007930:Leucine / Q000737:chemistry*; D019272:Leukocyte Elastase / Q000037:antagonists & inhibitors; D010649:Phenylalanine / Q000737:chemistry*; D015842:Serine Proteinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D013388:Succinimides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D004151:Dipeptides; D015842:Serine Proteinase Inhibitors; D013388:Succinimides; D010649:Phenylalanine; D002918:Chymotrypsin; D019272:Leukocyte Elastase; D007930:Leucine