title: Improved photocontrol of alpha-chymotrypsin activity: peptidomimetic trifluoromethylketone photoswitch enzyme inhibitors.
abstract: A series of peptidomimetic trifluoromethylketones containing the photoisomerisable azobenzene group have been synthesised, photoisomerised and assayed against the serine protease alpha-chymotrypsin. All are inhibitors of the enzyme and exhibit up to a fivefold increase in activity on UV irradiation. Visible irradiation returns activity to close to that of the original sample. These results suggest the trifluoromethylketone group to be the best electrophilic enzyme binding group for use in photoswitch inhibitors of alpha-chymotrypsin.
authors.affiliation: Department of Chemistry, University of Canterbury, Christchurch, New Zealand.
authors.forename: David
authors.initials: D
authors.lastname: Pearson
authors.forename: Nathan
authors.initials: N
authors.lastname: Alexander
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Abell
mesh_terms: D002918:Chymotrypsin / Q000737:chemistry*; D004791:Enzyme Inhibitors / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D018716:Molecular Mimicry; D010455:Peptides / Q000737:chemistry*; D010777:Photochemistry; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D004791:Enzyme Inhibitors; D007659:Ketones; D010455:Peptides; D002918:Chymotrypsin; C117608:alpha-chymotrypsin