Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives
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. Springer-Verlag 2011.
THE KATADA REACTION: A STUDY OF EXPERIMENTAL CONDITIONS
Experimental conditions for the Katada reaction have been studied using 2-picoline N-oxide as model substrate.Using a mixture of acetyl chloride and acetic anhydride, the reaction takes place rapidly at room temperature to give an excellent yield of 2-acetoxymethylpyridine.
McKillop, Alexander,Bhagrath, Manjeet K.
p. 1697 - 1701
(2007/10/02)
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