Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives |
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Authors: | Moussa Amer Meffre Patrick Martinez Jean Rolland Valérie |
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Institution: | 1.IBMM-UMR 5247-CNRS, Universités Montpellier 1 et 2, Place E. Bataillon, 34095, Montpellier Cedex 5, France ;2.Laboratoire de ChimieBioOrganique-LCBO, Universite de Nimes, Site des Carmes, Place Gabriel Péri, 30000, Nîmes, France ; |
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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. |
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