Imine Synthesis by Engineered d-Amino Acid Oxidase from Porcine Kidney.

ABSTRACT: Various symmetric and asymmetric imines were synthesized using the novel amine oxidase, obtained as variants of d-amino acid oxidase (pkDAO) from porcine kidney (Y228L/R283G) and (I230A/R283G). Active primary imines produced as intermediates in the oxidation of methylbenzylamine (MBA) derivatives were trapped by aliphatic, aromatic amines and diamines as nucleophiles forming new imines. (R)-Fluoro-MBA was the best substrate for symmetric imine synthesis, providing almost stoichiometric conversion (100 mM) and achieving nearly 100% yield. Several (R)-MBA derivatives were used as substrates, and the corresponding symmetric and asymmetric imines were synthesized. The turnover number of N-benzylidenebenzylamine synthesis from benzylamine was calculated to be 1.61 × 10

SUBMITTER: Khangkhachit W 

PROVIDER: S-EPMC11755151 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature