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Results 1 - 3 of 3
EC Number Reaction Commentary Reference
Display the word mapDisplay the reaction diagram Show all sequences 5.4.3.11L-phenylalanine = D-beta-phenylalanine - -
Display the word mapDisplay the reaction diagram Show all sequences 5.4.3.11L-phenylalanine = D-beta-phenylalanine reaction mechanism, detailed overview. Proposed elimination mechanisms for the displacement of the NH2-MIO adduct. The final reaction sequence of the MIO-dependent aminomutases involves an alpha,beta-addition reaction, where the NH2-MIO and a proton add across the double bond of the acrylate intermediate. Alternatively, PaPAM can use a stepwise addition sequence where the nucleophile (NH2-MIO) couples to form a 1,4-Michael adduct. This conjugate addition route benefits from an electropositive (delta+) Cbeta by delocalizing the Pi-electrons toward the carboxylate of the substrate 746575
Display the word mapDisplay the reaction diagram Show all sequences 5.4.3.11L-phenylalanine = D-beta-phenylalanine the proposed mechanism of action of PaPAM: starting from either direction with the cooperation of two catalytically essential tyrosine residues (Tyr1 and Tyr2) and the MIO prosthetic group, N-MIO intermediates of alpha- or beta-phenylalanine are formed which interconvert by a alpha - beta migration of the amino group involving a postulated (E)-cinnamate intermediate. PaPAM-catalysed kinetic resolutions starting from racemic alpha-arylalanines or racemic beta-arylalanines result in the opposite enantiomers as products vs. unreacted enantiomers. Mechanism, overview. Formation of significant amounts of (E)-arylacrylates is observed with many substrates indicating substantial lyase-activity of enzyme PaPAM 749290
Results 1 - 3 of 3