Transamination reaction of hydrophobic pyridoxal with an α-amino acid in functionalized bilayer vesicles: co-operative catalysis by the imidazolyl group and copper(II) ions

Abstract

1-(N,N-Dihexadecyclcarbamoylmethyl)-2methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridinium chloride (PL⁺2C₁₆) undergoes a transamination reaction with L-phenylalanine in single-walled bilayer vesicles formed from two different peptide lipids (N⁺C₅Ala2C₁₆ and N⁺C₅His2C₁₆); co-ordination of copper(II) ion to the Schiff-base intermediate results in a marked rate acceleration.