title: Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives.
abstract: Enantiomerically pure 2-, 3- or 4-pyridylalanine (pya) and 2-azatyrosine (azatyr) are known to present various biological activities. After incorporation into appropriate peptide sequences, these heterocyclic non natural α-amino acids could behave as new substrates or inhibitors of elastase from Pseudomonas aeruginosa. This enzyme is known to be involved in nosocomial infections and infections related to the cystic fibrosis disease. New efficient chemoenzymatic preparations of those compounds using α-chymotrypsin (α-CT) are presented.
authors.affiliation: IBMM-UMR 5247-CNRS, Universités Montpellier 1 et 2, Place E. Bataillon, 34095, Montpellier Cedex 5, France.
authors.forename: Amer
authors.initials: A
authors.lastname: Moussa
authors.forename: Patrick
authors.initials: P
authors.lastname: Meffre
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Valérie
authors.initials: V
authors.lastname: Rolland
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002918:Chymotrypsin / Q000037:antagonists & inhibitors; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D007700:Kinetics; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; C011870:beta-(5-hydroxy-2-pyridyl)alanine; D002918:Chymotrypsin; C117608:alpha-chymotrypsin; D000409:Alanine