title: Synthesis of potent water-soluble tissue transglutaminase inhibitors.
abstract: Dipeptide-based sulfonium peptidylmethylketones derived from 6-diazo-5-oxo-L-norleucine (DON) have been investigated as potential water-soluble inhibitors of extracellular transglutaminase. The lead compounds were prepared in four steps and exhibited potent activity against tissue transglutaminase.
authors.affiliation: School of Life and Health Sciences, Aston University, Aston Triangle, Birmingham B4 7ET, UK. m.griffin@aston.ac.uk
authors.forename: Martin
authors.initials: M
authors.lastname: Griffin
authors.forename: Alexandre
authors.initials: A
authors.lastname: Mongeot
authors.forename: Russell
authors.initials: R
authors.lastname: Collighan
authors.forename: Robert E
authors.initials: RE
authors.lastname: Saint
authors.forename: Richard A
authors.initials: RA
authors.lastname: Jones
authors.forename: Ian G C
authors.initials: IG
authors.lastname: Coutts
authors.forename: Daniel L
authors.initials: DL
authors.lastname: Rathbone
mesh_terms: D020134:Catalytic Domain; D002626:Chemistry, Pharmaceutical / Q000379:methods; D003980:Diazooxonorleucine / Q000737:chemistry*; D015195:Drug Design; D000431:Ethanol / Q000737:chemistry; D019204:GTP-Binding Proteins / Q000037:antagonists & inhibitors*; D006801:Humans; D020128:Inhibitory Concentration 50; D007659:Ketones / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry / Q000379:methods; D010455:Peptides / Q000737:chemistry; D000091345:Protein Glutamine gamma Glutamyltransferase 2; D012995:Solubility; D013053:Spectrophotometry / Q000379:methods; D011503:Transglutaminases / Q000037:antagonists & inhibitors*; D014867:Water / Q000737:chemistry*
chemical_list: D007659:Ketones; D010455:Peptides; D003980:Diazooxonorleucine; D014867:Water; D000431:Ethanol; D000091345:Protein Glutamine gamma Glutamyltransferase 2; D011503:Transglutaminases; D019204:GTP-Binding Proteins